Reaction #4174047
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-c9c42cd142794b4da4e61f47530fbf10No renderable structure data available
C(COCCOCCOCCO)N=[N+]=[N-]Chemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethanol |
|---|---|
| IUPAC Name | — |
| CAS Number | 86770-67-4 |
| Database ID | 4614742 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethanol (CAS 86770-67-4) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 4614742
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-c9c42cd142794b4da4e61f47530fbf10Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of Compound XXV (15.94 g; 72.7 mmole) in 100 ml of pyridine was added triphenylphosphine (29 g; 111 mmole). After stirring for one hour, at which time gas evolution had subsided, 50 ml of concentrated aqueous ammonium hydroxide was added and the mixture stirred overnight. The reaction mixture was concentrated under vacuum and the residue partitioned between 200 ml of water and 200 ml of ether (aqueous layer at pH 2). The aqueous layer was adjusted to pH 11 with solid sodium hydroxide and extracted three times with 150 ml n-butanol each time. The butanol extract was dried over sodium sulfate, filtered and concentrated. The residue was taken up in tetrahydrofuran and filtered. The filtrate was evaporated to a syrup which was azeotroped with toluene. the mixture stirred overnight The reaction mixture was concentrated under vacuum the residue partitioned between 200 ml of water and 200 ml of ether (aqueous layer at pH 2) extracted three times with 150 ml n-butanol each time The butanol extract was dried over sodium sulfate filtered concentrated filtered The filtrate was evaporated to a syrup which was azeotroped with toluene
Source ID: ord-3b5e34d6a8b74c77ad885ac681ae8b72Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of Compound XXV (15.94 g; 72.7 mmole) in 100 ml of pyridine was added triphenylphosphine (29 g; 111 mmole). After stirring for one hour, at which time gas evolution had subsided, 50 ml of concentrated aqueous ammonium hydroxide was added and the mixture stirred overnight. The reaction mixture was concentrated under vacuum and the residue partitioned between 200 ml of water and 200 ml of ether (aqueous layer at pH 2). The aqueous layer was adjusted to pH 11 with solid sodium hydroxide and extracted three times with 150 ml n-butanol each time. The butanol extract was dried over sodium sulfate, filtered and concentrated. The residue was taken up in tetrahydrofuran and filtered. The filtrate was evaporated to a syrup which was azeotroped with toluene. the mixture stirred overnight The reaction mixture was concentrated under vacuum the residue partitioned between 200 ml of water and 200 ml of ether (aqueous layer at pH 2) extracted three times with 150 ml n-butanol each time The butanol extract was dried over sodium sulfate filtered concentrated filtered The filtrate was evaporated to a syrup which was azeotroped with toluene
Source ID: ord-3b5e34d6a8b74c77ad885ac681ae8b72Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of Compound VII (15.94 g; 72.7 mmole) in 100 ml of pyridine was added triphenylphosphine (29 g; 111 mole). After stirring for one hour, at which time gas evolution had subsided, 50 ml of concentrated aqueous ammonium hydroxide was added and the mixture stirred overnight. The reaction mixture was concentrated under vacuum and the residue partitioned between 200 ml of water and 200 ml of ether (aqueous layer at pH 2). The aqueous layer was washed twice with 200 ml ether each time. The aqueous layer was adjusted to pH 11 with solid sodium hydroxide and extracted three times with 150 ml n-butanol each time. The butanol extract was dried over sodium sulfate, filtered and concentrated. The residue was taken up in tetrahydrofuran and filtered. The filtrate was evaporated to a syrup which was azeotroped with toluene. the mixture stirred overnight The reaction mixture was concentrated under vacuum the residue partitioned between 200 ml of water and 200 ml of ether (aqueous layer at pH 2) The aqueous layer was washed twice with 200 ml ether each time extracted three times with 150 ml n-butanol each time The butanol extract was dried over sodium sulfate filtered concentrated filtered The filtrate was evaporated to a syrup which was azeotroped with toluene
Source ID: ord-0d76b3ac735c42ce8d81adc0d70071a6Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of Compound VII (15.94 g; 72.7 mmole) in 100 ml of pyridine was added triphenylphosphine (29 g; 111 mole). After stirring for one hour, at which time gas evolution had subsided, 50 ml of concentrated aqueous ammonium hydroxide was added and the mixture stirred overnight. The reaction mixture was concentrated under vacuum and the residue partitioned between 200 ml of water and 200 ml of ether (aqueous layer at pH 2). The aqueous layer was washed twice with 200 ml ether each time. The aqueous layer was adjusted to pH 11 with solid sodium hydroxide and extracted three times with 150 ml n-butanol each time. The butanol extract was dried over sodium sulfate, filtered and concentrated. The residue was taken up in tetrahydrofuran and filtered. The filtrate was evaporated to a syrup which was azeotroped with toluene. the mixture stirred overnight The reaction mixture was concentrated under vacuum the residue partitioned between 200 ml of water and 200 ml of ether (aqueous layer at pH 2) The aqueous layer was washed twice with 200 ml ether each time extracted three times with 150 ml n-butanol each time The butanol extract was dried over sodium sulfate filtered concentrated filtered The filtrate was evaporated to a syrup which was azeotroped with toluene
Source ID: ord-0d76b3ac735c42ce8d81adc0d70071a6Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of Compound XXV (15.94 g; 72.7 mmole) in 100 ml of pyridine was added triphenylphosphine (29 g; 111 mmole). After stirring for one hour, at which time gas evolution had subsided, 50 ml of concentrated aqueous ammonium hydroxide was added and the mixture stirred overnight. The reaction mixture was concentrated under vacuum and the residue partitioned between 200 ml of water and 200 ml of ether (aqueous layer at pH 2). The aqueous layer was washed twice with 200 ml ether each time. The aqueous layer was adjusted to pH 11 with solid sodium hydroxide and extracted three times with 150 ml n-butanol each time. The butanol extract was dried over sodium sulfate, filtered and concentrated. The residue was taken up in tetrahydrofuran and filtered. The filtrate was evaporated to a syrup which was azeotroped with toluene. the mixture stirred overnight The reaction mixture was concentrated under vacuum the residue partitioned between 200 ml of water and 200 ml of ether (aqueous layer at pH 2) The aqueous layer was washed twice with 200 ml ether each time extracted three times with 150 ml n-butanol each time The butanol extract was dried over sodium sulfate filtered concentrated filtered The filtrate was evaporated to a syrup which was azeotroped with toluene
Source ID: ord-d093f0b609944700bdaaf51c8f8e4c0fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of Compound XXV (15.94 g; 72.7 mmole) in 100 ml of pyridine was added triphenylphosphine (29 g; 111 mmole). After stirring for one hour, at which time gas evolution had subsided, 50 ml of concentrated aqueous ammonium hydroxide was added and the mixture stirred overnight. The reaction mixture was concentrated under vacuum and the residue partitioned between 200 ml of water and 200 ml of ether (aqueous layer at pH 2). The aqueous layer was washed twice with 200 ml ether each time. The aqueous layer was adjusted to pH 11 with solid sodium hydroxide and extracted three times with 150 ml n-butanol each time. The butanol extract was dried over sodium sulfate, filtered and concentrated. The residue was taken up in tetrahydrofuran and filtered. The filtrate was evaporated to a syrup which was azeotroped with toluene. the mixture stirred overnight The reaction mixture was concentrated under vacuum the residue partitioned between 200 ml of water and 200 ml of ether (aqueous layer at pH 2) The aqueous layer was washed twice with 200 ml ether each time extracted three times with 150 ml n-butanol each time The butanol extract was dried over sodium sulfate filtered concentrated filtered The filtrate was evaporated to a syrup which was azeotroped with toluene
Source ID: ord-ddb52174550f4f099525f76f6f0abf24Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of Compound XXV (15.94 g; 72.7 mmole) in 100 ml of pyridine was added triphenylphosphine (29 g; 111 mmole). After stirring for one hour, at which time gas evolution had subsided, 50 ml of concentrated aqueous ammonium hydroxide was added and the mixture stirred overnight. The reaction mixture was concentrated under vacuum and the residue partitioned between 200 ml of water and 200 ml of ether (aqueous layer at pH 2). The aqueous layer was washed twice with 200 ml ether each time. The aqueous layer was adjusted to pH 11 with solid sodium hydroxide and extracted three times with 150 ml n-butanol each time. The butanol extract was dried over sodium sulfate, filtered and concentrated. The residue was taken up in tetrahydrofuran and filtered. The filtrate was evaporated to a syrup which was azeotroped with toluene. the mixture stirred overnight The reaction mixture was concentrated under vacuum the residue partitioned between 200 ml of water and 200 ml of ether (aqueous layer at pH 2) The aqueous layer was washed twice with 200 ml ether each time extracted three times with 150 ml n-butanol each time The butanol extract was dried over sodium sulfate filtered concentrated filtered The filtrate was evaporated to a syrup which was azeotroped with toluene
Source ID: ord-ddb52174550f4f099525f76f6f0abf24Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of Compound XXV (15.94 g; 72.7 mmole) in 100 ml of pyridine was added triphenylphosphine (29 g; 111 mmole). After stirring for one hour, at which time gas evolution had subsided, 50 ml of concentrated aqueous ammonium hydroxide was added and the mixture stirred overnight. The reaction mixture was concentrated under vacuum and the residue partitioned between 200 ml of water and 200 ml of ether (aqueous layer at pH 2). The aqueous layer was adjusted to pH 11 with solid sodium hydroxide and extracted three times with 150 ml n-butanol each time. The butanol extract was dried over sodium sulfate, filtered and concentrated. The residue was taken up in tetrahydrofuran and filtered. The filtrate was evaporated to a syrup which was azeotroped with toluene. the mixture stirred overnight The reaction mixture was concentrated under vacuum the residue partitioned between 200 ml of water and 200 ml of ether (aqueous layer at pH 2) extracted three times with 150 ml n-butanol each time The butanol extract was dried over sodium sulfate filtered concentrated filtered The filtrate was evaporated to a syrup which was azeotroped with toluene
Source ID: ord-3b5e34d6a8b74c77ad885ac681ae8b72Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of Compound XXV (15.94 g; 72.7 mmole) in 100 ml of pyridine was added triphenylphosphine (29 g; 111 mmole). After stirring for one hour, at which time gas evolution had subsided, 50 ml of concentrated aqueous ammonium hydroxide was added and the mixture stirred overnight. The reaction mixture was concentrated under vacuum and the residue partitioned between 200 ml of water and 200 ml of ether (aqueous layer at pH 2). The aqueous layer was washed twice with 200 ml ether each time. The aqueous layer was adjusted to pH 11 with solid sodium hydroxide and extracted three times with 150 ml n-butanol each time. The butanol extract was dried over sodium sulfate, filtered and concentrated. The residue was taken up in tetrahydrofuran and filtered. The filtrate was evaporated to a syrup which was azeotroped with toluene. the mixture stirred overnight The reaction mixture was concentrated under vacuum the residue partitioned between 200 ml of water and 200 ml of ether (aqueous layer at pH 2) The aqueous layer was washed twice with 200 ml ether each time extracted three times with 150 ml n-butanol each time The butanol extract was dried over sodium sulfate filtered concentrated filtered The filtrate was evaporated to a syrup which was azeotroped with toluene
Source ID: ord-f412466bbc19478fa74f8769404d4293Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of Compound XXV (15.94 g; 72.7 mmole) in 100 ml of pyridine was added triphenylphosphine (29 g; 111 mmole). After stirring for one hour, at which time gas evolution had subsided, 50 ml of concentrated aqueous ammonium hydroxide was added and the mixture stirred overnight. The reaction mixture was concentrated under vacuum and the residue partitioned between 200 ml of water and 200 ml of ether (aqueous layer at pH 2). The aqueous layer was washed twice with 200 ml ether each time. The aqueous layer was adjusted to pH 11 with solid sodium hydroxide and extracted three times with 150 ml n-butanol each time. The butanol extract was dried over sodium sulfate, filtered and concentrated. The residue was taken up in tetrahydrofuran and filtered. The filtrate was evaporated to a syrup which was azeotroped with toluene. the mixture stirred overnight The reaction mixture was concentrated under vacuum the residue partitioned between 200 ml of water and 200 ml of ether (aqueous layer at pH 2) The aqueous layer was washed twice with 200 ml ether each time extracted three times with 150 ml n-butanol each time The butanol extract was dried over sodium sulfate filtered concentrated filtered The filtrate was evaporated to a syrup which was azeotroped with toluene
Source ID: ord-f412466bbc19478fa74f8769404d4293Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of Compound XXV (15.94 g; 72.7 mmole) in 100 ml of pyridine was added triphenylphosphine (29 g; 111 mmole). After stirring for one hour, at which time gas evolution had subsided, 50 ml of concentrated aqueous ammonium hydroxide was added and the mixture stirred overnight. The reaction mixture was concentrated under vacuum and the residue partitioned between 200 ml of water and 200 ml of ether (aqueous layer at pH 2). The aqueous layer was washed twice with 200 ml ether each time. The aqueous layer was adjusted to pH 11 with solid sodium hydroxide and extracted three times with 150 ml n-butanol each time. The butanol extract was dried over sodium sulfate, filtered and concentrated. The residue was taken up in tetrahydrofuran and filtered. The filtrate was evaporated to a syrup which was azeotroped with toluene. the mixture stirred overnight The reaction mixture was concentrated under vacuum the residue partitioned between 200 ml of water and 200 ml of ether (aqueous layer at pH 2) The aqueous layer was washed twice with 200 ml ether each time extracted three times with 150 ml n-butanol each time The butanol extract was dried over sodium sulfate filtered concentrated filtered The filtrate was evaporated to a syrup which was azeotroped with toluene
Source ID: ord-f6002ed4566a40f4a3c4308f5756a2b0PubChem References
These sources are listed in the compound's public database record.
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