Reaction #4116955
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-4879fd07c1de4991839ba94f4ce37b53No renderable structure data available
C=CCN(CC=O)C(=O)OCC1=CC=CC=C1Chemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | benzyl N-(2-oxoethyl)-N-prop-2-enylcarbamate |
|---|---|
| IUPAC Name | — |
| CAS Number | 370880-75-4 |
| Database ID | 57415664 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
benzyl N-(2-oxoethyl)-N-prop-2-enylcarbamate (CAS 370880-75-4) 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 57415664
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-4879fd07c1de4991839ba94f4ce37b53Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-112719bdc7984d4b937d84581dc16f95Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of benzyl N-allyl-N-(2-oxoethyl)carbamate (25 g, 107 mmol) in acetonitrile (150 mL) is treated with hydroxylamine hydrochloride (9.68 g, 139 mmol) and a solution of sodium acetate trihydrate (16 g, 117.9 mmol) in water (75 mL). The mixture is stirred at room temperature overnight. The acetonitrile is evaporated and the aqueous solution is extracted with ethyl acetate. The organic layer is separated, dried over magnesium sulfate, and concentrated under vacuum to give the title compound (24 g, 90%). ES/MS (m/e): 249 (M+H). The acetonitrile is evaporated the aqueous solution is extracted with ethyl acetate The organic layer is separated dried over magnesium sulfate concentrated under vacuum
Source ID: ord-224e367fa9f84a39a3ab3dbd7621d105Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of benzyl N-allyl-N-(2,2-dimethoxyethyl)carbamate (30 g, 107 mmol) in formic acid (36.8 mL, 860 mmol) and water (4.84 mL) is stirred at room temperature overnight. The mixture is concentrated and diluted with hexanes/ethyl acetate (1:2) and water. The organic layer is separated, washed with brine solution until pH=6, and dried over sodium sulfate. The solvent is evaporated to give the title compound (25 g, 99%). ES/MS (m/e): 234 (M+H). The mixture is concentrated diluted with hexanes/ethyl acetate (1:2) and water The organic layer is separated washed with brine solution until pH=6 dried over sodium sulfate The solvent is evaporated
Source ID: ord-1b20aaf63f524969992002bdaa0c24abConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of benzyl N-allyl-N-(2-oxoethyl)carbamate (25 g, 107 mmol) in acetonitrile (150 mL) is treated with hydroxylamine hydrochloride (9.68 g, 139 mmol) and a solution of sodium acetate trihydrate (16 g, 117.9 mmol) in water (75 mL). The mixture is stirred at room temperature overnight. The acetonitrile is evaporated and the aqueous solution is extracted with ethyl acetate. The organic layer is separated, dried over magnesium sulfate, and concentrated under vacuum to give the title compound (24 g, 90%). ES/MS (m/e): 249 (M+H). The acetonitrile is evaporated the aqueous solution is extracted with ethyl acetate The organic layer is separated dried over magnesium sulfate concentrated under vacuum
Source ID: ord-e7b0a387b6ed4cdbbb59f36fc4f8aeeeConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of benzyl N-allyl-N-(2-oxoethyl)carbamate (25 g, 107 mmol) in acetonitrile (150 mL) is treated with hydroxylamine hydrochloride (9.68 g, 139 mmol) and a solution of sodium acetate trihydrate (16 g, 117.9 mmol) in water (75 mL). The mixture is stirred at room temperature overnight. The acetonitrile is evaporated and the aqueous solution is extracted with ethyl acetate. The organic layer is separated, dried over magnesium sulfate, and concentrated under vacuum to give the title compound (24 g, 90%). ES/MS (m/e): 249 (M+H). The acetonitrile is evaporated the aqueous solution is extracted with ethyl acetate The organic layer is separated dried over magnesium sulfate concentrated under vacuum
Source ID: ord-e7b0a387b6ed4cdbbb59f36fc4f8aeeeConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of benzyl N-allyl-N-(2,2-dimethoxyethyl)carbamate (30 g, 107 mmol) in formic acid (36.8 mL, 860 mmol) and water (4.84 mL) is stirred at room temperature overnight. The mixture is concentrated and diluted with hexanes/ethyl acetate (1:2) and water. The organic layer is separated, washed with brine solution until pH=6, and dried over sodium sulfate. The solvent is evaporated to give the title compound (25 g, 99%). ES/MS (m/e): 234 (M+H). The mixture is concentrated diluted with hexanes/ethyl acetate (1:2) and water The organic layer is separated washed with brine solution until pH=6 dried over sodium sulfate The solvent is evaporated
Source ID: ord-c3cdf8ec94a7406793716554200ace0fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of benzyl N-allyl-N-(2,2-dimethoxyethyl)carbamate (30 g, 107 mmol) in formic acid (36.8 mL, 860 mmol) and water (4.84 mL) is stirred at room temperature overnight. The mixture is concentrated and diluted with hexanes/ethyl acetate (1:2) and water. The organic layer is separated, washed with brine solution until pH=6, and dried over sodium sulfate. The solvent is evaporated to give the title compound (25 g, 99%). ES/MS (m/e): 234 (M+H). The mixture is concentrated diluted with hexanes/ethyl acetate (1:2) and water The organic layer is separated washed with brine solution until pH=6 dried over sodium sulfate The solvent is evaporated
Source ID: ord-c3cdf8ec94a7406793716554200ace0fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of benzyl N-allyl-N-(2-oxoethyl)carbamate (25 g, 107 mmol) in acetonitrile (150 mL) is treated with hydroxylamine hydrochloride (9.68 g, 139 mmol) and a solution of sodium acetate trihydrate (16 g, 117.9 mmol) in water (75 mL). The mixture is stirred at room temperature overnight. The acetonitrile is evaporated and the aqueous solution is extracted with ethyl acetate. The organic layer is separated, dried over magnesium sulfate, and concentrated under vacuum to give the title compound (24 g, 90%). ES/MS (m/e): 249 (M+H). The acetonitrile is evaporated the aqueous solution is extracted with ethyl acetate The organic layer is separated dried over magnesium sulfate concentrated under vacuum
Source ID: ord-8728c2f4ec114a13948e04d973488b34Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of benzyl N-allyl-N-(2,2-dimethoxyethyl)carbamate (30 g, 107 mmol) in formic acid (36.8 mL, 860 mmol) and water (4.84 mL) is stirred at room temperature overnight. The mixture is concentrated and diluted with hexanes/ethyl acetate (1:2) and water. The organic layer is separated, washed with brine solution until pH=6, and dried over sodium sulfate. The solvent is evaporated to give the title compound (25 g, 99%). ES/MS (m/e): 234 (M+H). The mixture is concentrated diluted with hexanes/ethyl acetate (1:2) and water The organic layer is separated washed with brine solution until pH=6 dried over sodium sulfate The solvent is evaporated
Source ID: ord-fdcd852a961e43c1ae6da7680fb2f90aConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of benzyl N-allyl-N-(2-oxoethyl)carbamate (25 g, 107 mmol) in acetonitrile (150 mL) is treated with hydroxylamine hydrochloride (9.68 g, 139 mmol) and a solution of sodium acetate trihydrate (16 g, 117.9 mmol) in water (75 mL). The mixture is stirred at room temperature overnight. The acetonitrile is evaporated and the aqueous solution is extracted with ethyl acetate. The organic layer is separated, dried over magnesium sulfate, and concentrated under vacuum to give the title compound (24 g, 90%). ES/MS (m/e): 249 (M+H). The acetonitrile is evaporated the aqueous solution is extracted with ethyl acetate The organic layer is separated dried over magnesium sulfate concentrated under vacuum
Source ID: ord-8728c2f4ec114a13948e04d973488b34Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of benzyl N-allyl-N-(2-oxoethyl)carbamate (25 g, 107 mmol) in acetonitrile (150 mL) is treated with hydroxylamine hydrochloride (9.68 g, 139 mmol) and a solution of sodium acetate trihydrate (16 g, 117.9 mmol) in water (75 mL). The mixture is stirred at room temperature overnight. The acetonitrile is evaporated and the aqueous solution is extracted with ethyl acetate. The organic layer is separated, dried over magnesium sulfate, and concentrated under vacuum to give the title compound (24 g, 90%). ES/MS (m/e): 249 (M+H). The acetonitrile is evaporated the aqueous solution is extracted with ethyl acetate The organic layer is separated dried over magnesium sulfate concentrated under vacuum
Source ID: ord-224e367fa9f84a39a3ab3dbd7621d105PubChem References
These sources are listed in the compound's public database record.
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