Reaction #4012757
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-8ce9b0160f2f40ef89e12ebf41ba1edaNo renderable structure data available
C1=CC=C(C=C1)COCCOCCOCCOCCOCCOCCOCCOCCOChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 1-Phenyl-2,5,8,11,14,17,20,23-octaoxapentacosan-25-ol |
|---|---|
| IUPAC Name | — |
| CAS Number | 477775-73-8 |
| Database ID | 57437703 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
1-Phenyl-2,5,8,11,14,17,20,23-octaoxapentacosan-25-ol (CAS 477775-73-8) 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 57437703
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-8ce9b0160f2f40ef89e12ebf41ba1edaConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of tetrahydrofuran (140 mL) containing sodium hydride (0.43 g, 18 mmol) was added dropwise a solution of monodispersed tetraethylene glycol (3.5 g, 18 mmol) in tetrahydrofuran (10 mL) and the reaction mixture was stirred for 1 h. Then mesylate of monodispersed tetraethylene glycol monobenzylether 24 (6.0 g, 16.5 mmol) dissolved in tetrahydrofuran (10 mL) was added dropwise and the reaction mixture was stirred overnight. The crude reaction mixture was filtered through Celite (washed; CH2Cl2, 250 mL) and the filtrate was washed H2O, dried MgSO4, and evaporated to dryness. The resultant oil was chromatographed (silica, ethyl acetate/methanol, 10:1) and chromatographed (silica, chloroform/methanol, 25:1) to afford the monodispersed compound 25 as a clear oil (2.62 g, 34% yield). was added dropwise the reaction mixture was stirred overnight The crude reaction mixture was filtered through Celite (washed; CH2Cl2, 250 mL) the filtrate was washed H2O, dried MgSO4 evaporated to dryness The resultant oil was chromatographed (silica, ethyl acetate/methanol, 10:1) chromatographed (silica, chloroform/methanol, 25:1)
Source ID: ord-6bc6989e0099498ea1828ed88504fb39Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of tetrahydrofuran (140 mL) containing sodium hydride (0.43 g, 18 mmol) was added dropwise a solution of monodispersed tetraethylene glycol (3.5 g, 18 mmol) in tetrahydrofuran (10 mL) and the reaction mixture was stirred for 1 h. Then mesylate of monodispersed tetraethylene glycol monobenzylether 24 (6.0 g, 16.5 mmol) dissolved in tetrahydrofuran (10 mL) was added dropwise and the reaction mixture was stirred overnight. The crude reaction mixture was filtered through Celite (washed, CH2Cl2, 250 mL) and the filtrate was washed H2O, dried MgSO4, and evaporated to dryness. The resultant oil was chromatographed (silica, ethyl acetate/methanol, 10:1) and chromatographed (silica, chloroform/methanol, 25:1) to afford the monodispersed compound 25 as a clear oil (2.62 g, 34% yield). was added dropwise the reaction mixture was stirred overnight The crude reaction mixture was filtered through Celite (washed, CH2Cl2, 250 mL) the filtrate was washed H2O, dried MgSO4 evaporated to dryness The resultant oil was chromatographed (silica, ethyl acetate/methanol, 10:1) chromatographed (silica, chloroform/methanol, 25:1)
Source ID: ord-19fa7e8ca039452aba5342ebd9d2c51fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of tetrahydrofuran (140 mL) containing sodium hydride (0.43 g, 18 mmol) was added dropwise a solution of monodispersed tetraethylene glycol (3.5 g, 18 mmol) in tetrahydrofuran (10 mL) and the reaction mixture was stirred for 1 h. Then mesylate of monodispersed tetraethylene glycol monobenzylether 24 (6.0 g, 16.5 mmol) dissolved in tetrahydrofuran (10 mL) was added dropwise and the reaction mixture was stirred overnight. The crude reaction mixture was filtered through Celite (washed, CH2Cl2, 250 mL) and the filtrate was washed H2O, dried MgSO4, and evaporated to dryness. The resultant oil was chromatographed (silica, ethyl acetate/methanol, 10:1) and chromatographed (silica, chloroform/methanol, 25:1) to afford the monodispersed compound 25 as a clear oil (2.62 g, 34% yield). was added dropwise the reaction mixture was stirred overnight The crude reaction mixture was filtered through Celite (washed, CH2Cl2, 250 mL) the filtrate was washed H2O, dried MgSO4 evaporated to dryness The resultant oil was chromatographed (silica, ethyl acetate/methanol, 10:1) chromatographed (silica, chloroform/methanol, 25:1)
Source ID: ord-bded469b88e2406ea6270ef181b71f85Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of tetrahydrofuran (140 mL) containing sodium hydride (0.43 g, 18 mmol) was added dropwise a solution of monodispersed tetraethylene glycol (3.5 g, 18 mmol) in tetrahydrofuran (10 mL) and the reaction mixture was stirred for 1 h. Then mesylate of monodispersed tetraethylene glycol monobenzylether 24 (6.0 g, 16.5 mmol) dissolved in tetrahydrofuran (10 mL) was added dropwise and the reaction mixture was stirred overnight. The crude reaction mixture was filtered through Celite (washed, CH2Cl2, 250 mL) and the filtrate was washed H2O, dried MgSO4, and evaporated to dryness. The resultant oil was chromatographed (silica, ethyl acetate/methanol, 10:1) and chromatographed (silica, chloroform/methanol, 25:1) to afford the monodispersed compound 25 as a clear oil (2.62 g, 34% yield). was added dropwise the reaction mixture was stirred overnight The crude reaction mixture was filtered through Celite (washed, CH2Cl2, 250 mL) the filtrate was washed H2O, dried MgSO4 evaporated to dryness The resultant oil was chromatographed (silica, ethyl acetate/methanol, 10:1) chromatographed (silica, chloroform/methanol, 25:1)
Source ID: ord-278eccf31d4f4cae9aba084883275375Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of tetrahydrofuran (140 mL) containing sodium hydride (0.43 g, 18 mmol) was added dropwise a solution of monodispersed tetraethylene glycol (3.5 g, 18 mmol) in tetrahydrofuran (10 mL) and the reaction mixture was stirred for 1 h. Then mesylate of monodispersed tetraethylene glycol monobenzylether 24 (6.0 g, 16.5 mmol) dissolved in tetrahydrofuran (10 mL) was added dropwise and the reaction mixture was stirred overnight. The crude reaction mixture was filtered through Celite (washed, CH2Cl2, 250 mL) and the filtrate was washed H2O, dried MgSO4, and evaporated to dryness. The resultant oil was chromatographed (silica, ethyl acetate/methanol, 10:1) and chromatographed (silica, chloroform/methanol, 25:1) to afford the monodispersed compound 25 as a clear oil (2.62 g, 34% yield). was added dropwise the reaction mixture was stirred overnight The crude reaction mixture was filtered through Celite (washed, CH2Cl2, 250 mL) the filtrate was washed H2O, dried MgSO4 evaporated to dryness The resultant oil was chromatographed (silica, ethyl acetate/methanol, 10:1) chromatographed (silica, chloroform/methanol, 25:1)
Source ID: ord-278eccf31d4f4cae9aba084883275375Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of tetrahydrofuran (140 mL) containing sodium hydride (0.43 g, 18 mmol) was added dropwise a solution of non-polydispersed tetraethylene glycol (3.5 g, 18 mmol) in tetrahydrofuran (10 mL) and the reaction mixture was stirred for 1 h. Then mesylate of non-polydispersed tetraethylene glycol monobenzylether 40 (6.0 g, 16.5 mmol) dissolved in tetrahydrofuran (10 mL) was added dropwise and the reaction mixture was stirred overnight. The crude reaction mixture was filtered through Celite (washed, CH2Cl2, 250 mL) and the filtrate was washed H2O, dried MgSO4, and evaporated to dryness. The resultant oil was chromatographed (silica, ethyl acetate/methanol, 10:1) and chromatographed (silica, chloroform/methanol, 25:1) to afford the non-polydispersed title compound as a clear oil (2.62 g, 34% yield). was added dropwise the reaction mixture was stirred overnight The crude reaction mixture was filtered through Celite (washed, CH2Cl2, 250 mL) the filtrate was washed H2O, dried MgSO4 evaporated to dryness The resultant oil was chromatographed (silica, ethyl acetate/methanol, 10:1) chromatographed (silica, chloroform/methanol, 25:1)
Source ID: ord-1645c19f06e3453d9f309ee681ad518cConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of tetrahydrofuran (140 mL) containing sodium hydride (0.43 g, 18 mmol) was added dropwise a solution of non-polydispersed tetraethylene glycol (3.5 g, 18 mmol) in tetrahydrofuran (10 mL) and the reaction mixture was stirred for 1 h. Then mesylate of non-polydispersed tetraethylene glycol monobenzylether 40 (6.0 g, 16.5 mmol) dissolved in tetrahydrofuran (10 mL) was added dropwise and the reaction mixture was stirred overnight. The crude reaction mixture was filtered through Celite (washed, CH2Cl2, 250 mL) and the filtrate was washed H2O, dried MgSO4, and evaporated to dryness. The resultant oil was chromatographed (silica, ethyl acetate/methanol, 10:1) and chromatographed (silica, chloroform/methanol, 25:1) to afford the non-polydispersed title compound as a clear oil (2.62 g, 34% yield). was added dropwise the reaction mixture was stirred overnight The crude reaction mixture was filtered through Celite (washed, CH2Cl2, 250 mL) the filtrate was washed H2O, dried MgSO4 evaporated to dryness The resultant oil was chromatographed (silica, ethyl acetate/methanol, 10:1) chromatographed (silica, chloroform/methanol, 25:1)
Source ID: ord-26e75621b35249a29877c32d5ebb71b6Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of tetrahydrofuran (140 mL) containing sodium hydride (0.43 g, 18 mmol) was added dropwise a solution of non-polydispersed tetraethylene glycol (3.5 g, 18 mmol) in tetrahydrofuran (10 mL) and the reaction mixture was stirred for 1 h. Then mesylate of non-polydispersed tetraethylene glycol monobenzylether 40 (6.0 g, 16.5 mmol) dissolved in tetrahydrofuran (10 mL) was added dropwise and the reaction mixture was stirred overnight. The crude reaction mixture was filtered through Celite (washed, CH2Cl2, 250 mL) and the filtrate was washed H2O, dried MgSO4, and evaporated to dryness. The resultant oil was chromatographed (silica, ethyl acetate/methanol, 10:1) and chromatographed (silica, chloroform/methanol, 25:1) to afford the non-polydispersed title compound as a clear oil (2.62 g, 34% yield). was added dropwise the reaction mixture was stirred overnight The crude reaction mixture was filtered through Celite (washed, CH2Cl2, 250 mL) the filtrate was washed H2O, dried MgSO4 evaporated to dryness The resultant oil was chromatographed (silica, ethyl acetate/methanol, 10:1) chromatographed (silica, chloroform/methanol, 25:1)
Source ID: ord-746ede52140b4ff6b3a407b25a39a3dfConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of tetrahydrofuran (140 mL) containing sodium hydride (0.43 g, 18 mmol) was added dropwise a solution of non-polydispersed tetraethylene glycol (3.5 g, 18 mmol) in tetrahydrofuran (10 mL) and the reaction mixture was stirred for 1 h. Then mesylate of non-polydispersed tetraethylene glycol monobenzylether 40 (6.0 g, 16.5 mmol) dissolved in tetrahydrofuran (10 mL) was added dropwise and the reaction mixture was stirred overnight. The crude reaction mixture was filtered through Celite (washed, CH2Cl2, 250 mL) and the filtrate was washed H2O, dried MgSO4, and evaporated to dryness. The resultant oil was chromatographed (silica, ethyl acetate/methanol, 10:1) and chromatographed (silica, chloroform/methanol, 25:1) to afford the non-polydispersed title compound as a clear oil (2.62 g, 34% yield). was added dropwise the reaction mixture was stirred overnight The crude reaction mixture was filtered through Celite (washed, CH2Cl2, 250 mL) the filtrate was washed H2O, dried MgSO4 evaporated to dryness The resultant oil was chromatographed (silica, ethyl acetate/methanol, 10:1) chromatographed (silica, chloroform/methanol, 25:1)
Source ID: ord-b2cbf350d667459bb6ec706b7b02f558Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-8ce9b0160f2f40ef89e12ebf41ba1edaConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of tetrahydrofuran (140 mL) containing sodium hydride (0.43 g, 18 mmol) was added dropwise a solution of non-polydispersed tetraethylene glycol (3.5 g, 18 mmol) in tetrahydrofuran (10 mL) and the reaction mixture was stirred for 1 h. Then mesylate of non-polydispersed tetraethylene glycol monobenzylether 40 (6.0 g, 16.5 mmol) dissolved in tetrahydrofuran (10 mL) was added dropwise and the reaction mixture was stirred overnight. The crude reaction mixture was filtered through Celite (washed, CH2Cl2, 250 mL) and the filtrate was washed H2O, dried MgSO4, and evaporated to dryness. The resultant oil was chromatographed (silica, ethyl acetate/methanol, 10:1) and chromatographed (silica, chloroform/methanol, 25:1) to afford the non-polydispersed title compound as a clear oil (2.62 g, 34% yield). was added dropwise the reaction mixture was stirred overnight The crude reaction mixture was filtered through Celite (washed, CH2Cl2, 250 mL) the filtrate was washed H2O, dried MgSO4 evaporated to dryness The resultant oil was chromatographed (silica, ethyl acetate/methanol, 10:1) chromatographed (silica, chloroform/methanol, 25:1)
Source ID: ord-1645c19f06e3453d9f309ee681ad518cPubChem References
These sources are listed in the compound's public database record.
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