Reaction #4169380
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-947d816a66a64949afb864a8e508a719No renderable structure data available
CN(CC=O)CC1=CC=CC=C1Chemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 2-[benzyl(methyl)amino]acetaldehyde |
|---|---|
| IUPAC Name | — |
| CAS Number | 166947-11-1 |
| Database ID | 20644698 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
2-[benzyl(methyl)amino]acetaldehyde (CAS 166947-11-1) 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 20644698
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-947d816a66a64949afb864a8e508a719Conditions: temp:-10.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a 3-necked 2-L flask was added N-benzyl-N-methylethanolamine (30.5 g, 0.182 mol), DCM (0.5 L), DIPEA (95 mL, 0.546 mol) and DMSO (41 mL, 0.728 mol). Using an ice bath, the mixture was cooled to about −10° C. and sulfur trioxide pyridine-complex (87 g, 0.546 mol) was added in 4 portions over 5 minute intervals. The reaction was stirred at −10° C. for 2 hours. Before removing the ice-bath, the reaction was quenched by adding water (0.5 L). The aqueous layer was separated and the organic layer was washed with water (0.5 L) and brine (0.5 L) and then dried over magnesium sulfate and filtered to provide the title compound which was used without further purification. Before removing the ice-bath the reaction was quenched by adding water (0.5 L) The aqueous layer was separated the organic layer was washed with water (0.5 L) and brine (0.5 L) dried over magnesium sulfate filtered
Source ID: ord-796fab51496e4397a2bdee91f37ff5f1Conditions: temp:-10.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a 3-necked 2-L flask was added N-benzyl-N-methylethanolamine (30.5 g, 0.182 mol), DCM (0.5 L), DIPEA (95 mL, 0.546 mol) and DMSO (41 mL, 0.728 mol). Using an ice bath, the mixture was cooled to about −10° C. and sulfur trioxide pyridine-complex (87 g, 0.546 mol) was added in 4 portions over 5 minute intervals. The reaction was stirred at −10° C. for 2 hours. Before removing the ice-bath, the reaction was quenched by adding water (0.5 L). The aqueous layer was separated and the organic layer was washed with water (0.5 L) and brine (0.5 L) and then dried over magnesium sulfate and filtered to provide the title compound which was used without further purification. Before removing the ice-bath the reaction was quenched by adding water (0.5 L) The aqueous layer was separated the organic layer was washed with water (0.5 L) and brine (0.5 L) dried over magnesium sulfate filtered
Source ID: ord-745630b2f4064d22810a18d3c9126264Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-947d816a66a64949afb864a8e508a719Conditions: temp:-10.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a 3-necked 2-L flask was added N-benzyl-N-methylethanolamine (30.5 g, 0.182 mol), DCM (0.5 L), DIPEA (95 mL, 0.546 mol) and DMSO (41 mL, 0.728 mol). Using an ice bath, the mixture was cooled to about −10° C. and sulfur trioxide pyridine-complex (87 g, 0.546 mol) was added in 4 portions over 5 minute intervals. The reaction was stirred at −10° C. for 2 hours. Before removing the ice-bath, the reaction was quenched by adding water (0.5 L). The aqueous layer was separated and the organic layer was washed with water (0.5 L) and brine (0.5 L) and then dried over magnesium sulfate and filtered to provide the title compound which was used without further purification. Before removing the ice-bath the reaction was quenched by adding water (0.5 L) The aqueous layer was separated the organic layer was washed with water (0.5 L) and brine (0.5 L) dried over magnesium sulfate filtered
Source ID: ord-a009e390997843098c60636d17cf7b9eConditions: temp:-10.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a 3-necked 2-L flask was added N-benzyl-N-methylethanolamine (30.5 g, 0.182 mol), DCM (0.5 L), DIPEA (95 mL, 0.546 mol) and DMSO (41 mL, 0.728 mol). Using an ice bath, the mixture was cooled to about −10° C. and sulfur trioxide pyridine-complex (87 g, 0.546 mol) was added in 4 portions over 5 minute intervals. The reaction was stirred at −10° C. for 2 hours. Before removing the ice-bath, the reaction was quenched by adding water (0.5 L). The aqueous layer was separated and the organic layer was washed with water (0.5 L) and brine (0.5 L) and then dried over magnesium sulfate and filtered to provide the title compound which was used without further purification. Before removing the ice-bath the reaction was quenched by adding water (0.5 L) The aqueous layer was separated the organic layer was washed with water (0.5 L) and brine (0.5 L) dried over magnesium sulfate filtered
Source ID: ord-a009e390997843098c60636d17cf7b9eConditions: temp:-10.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a 3-necked 2-L flask was added N-benzyl-N-methylethanolamine (30.5 g, 0.182 mol), DCM (0.5 L), DIPEA (95 mL, 0.546 mol) and DMSO (41 mL, 0.728 mol). Using an ice bath, the mixture was cooled to about −10° C. and sulfur trioxide pyridine-complex (87 g, 0.546 mol) was added in 4 portions over 5 minute intervals. The reaction was stirred at −10° C. for 2 hours. Before removing the ice-bath, the reaction was quenched by adding water (0.5 L). The aqueous layer was separated and the organic layer was washed with water (0.5 L) and brine (0.5 L) and then dried over magnesium sulfate and filtered to provide the title compound which was used without further purification. Before removing the ice-bath the reaction was quenched by adding water (0.5 L) The aqueous layer was separated the organic layer was washed with water (0.5 L) and brine (0.5 L) dried over magnesium sulfate filtered
Source ID: ord-da575ec2677b4c9d9a56d73e2ae256cdConditions: temp:-10.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a 3-necked 2-L flask was added N-benzyl-N-methylethanolamine (30.5 g, 0.182 mol), DCM (0.5 L), DIPEA (95 mL, 0.546 mol) and DMSO (41 mL, 0.728 mol). Using an ice bath, the mixture was cooled to about −10° C. and sulfur trioxide pyridine-complex (87 g, 0.546 mol) was added in 4 portions over 5 minute intervals. The reaction was stirred at −10° C. for 2 hours. Before removing the ice-bath, the reaction was quenched by adding water (0.5 L). The aqueous layer was separated and the organic layer was washed with water (0.5 L) and brine (0.5 L) and then dried over magnesium sulfate and filtered to provide the title compound which was used without further purification. Before removing the ice-bath the reaction was quenched by adding water (0.5 L) The aqueous layer was separated the organic layer was washed with water (0.5 L) and brine (0.5 L) dried over magnesium sulfate filtered
Source ID: ord-da575ec2677b4c9d9a56d73e2ae256cdConditions: temp:-10.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a 3-necked 2-L flask was added N-benzyl-N-methylethanolamine (30.5 g, 0.182 mol), DCM (0.5 L), DIPEA (95 mL, 0.546 mol) and DMSO (41 mL, 0.728 mol). Using an ice bath, the mixture was cooled to about −10° C. and sulfur trioxide pyridine-complex (87 g, 0.546 mol) was added in 4 portions over 5 minute intervals. The reaction was stirred at −10° C. for 2 hours. Before removing the ice-bath, the reaction was quenched by adding water (0.5 L). The aqueous layer was separated and the organic layer was washed with water (0.5 L) and brine (0.5 L) and then dried over magnesium sulfate and filtered to provide the title compound which was used without further purification. Before removing the ice-bath the reaction was quenched by adding water (0.5 L) The aqueous layer was separated the organic layer was washed with water (0.5 L) and brine (0.5 L) dried over magnesium sulfate filtered
Source ID: ord-ca852c906a124b509f7f8f4a3745147bConditions: temp:-10.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a 3-necked 2-L flask was added N-benzyl-N-methylethanolamine (30.5 g, 0.182 mol), DCM (0.5 L), DIPEA (95 mL, 0.546 mol) and DMSO (41 mL, 0.728 mol). Using an ice bath, the mixture was cooled to about −10° C. and sulfur trioxide pyridine-complex (87 g, 0.546 mol) was added in 4 portions over 5 minute intervals. The reaction was stirred at −10° C. for 2 hours. Before removing the ice-bath, the reaction was quenched by adding water (0.5 L). The aqueous layer was separated and the organic layer was washed with water (0.5 L) and brine (0.5 L) and then dried over magnesium sulfate and filtered to provide the title compound which was used without further purification. Before removing the ice-bath the reaction was quenched by adding water (0.5 L) The aqueous layer was separated the organic layer was washed with water (0.5 L) and brine (0.5 L) dried over magnesium sulfate filtered
Source ID: ord-ca852c906a124b509f7f8f4a3745147bConditions: temp:-10.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a 3-necked 2-L flask was added N-benzyl-N-methylethanolamine (30.5 g, 0.182 mol), DCM (0.5 L), DIPEA (95 mL, 0.546 mol) and DMSO (41 mL, 0.728 mol). Using an ice bath, the mixture was cooled to about −10° C. and sulfur trioxide pyridine-complex (87 g, 0.546 mol) was added in 4 portions over 5 minute intervals. The reaction was stirred at −10° C. for 2 hours. Before removing the ice-bath, the reaction was quenched by adding water (0.5 L). The aqueous layer was separated and the organic layer was washed with water (0.5 L) and brine (0.5 L) and then dried over magnesium sulfate and filtered to provide the title compound which was used without further purification. Before removing the ice-bath the reaction was quenched by adding water (0.5 L) The aqueous layer was separated the organic layer was washed with water (0.5 L) and brine (0.5 L) dried over magnesium sulfate filtered
Source ID: ord-feb1e9aa38b247eeb7fd95ef2bd3104dConditions: temp:-10.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a 3-necked 2-L flask was added N-benzyl-N-methylethanolamine (30.5 g, 0.182 mol), DCM (0.5 L), DIPEA (95 mL, 0.546 mol) and DMSO (41 mL, 0.728 mol). Using an ice bath, the mixture was cooled to about −10° C. and sulfur trioxide pyridine-complex (87 g, 0.546 mol) was added in 4 portions over 5 minute intervals. The reaction was stirred at −10° C. for 2 hours. Before removing the ice-bath, the reaction was quenched by adding water (0.5 L). The aqueous layer was separated and the organic layer was washed with water (0.5 L) and brine (0.5 L) and then dried over magnesium sulfate and filtered to provide the title compound which was used without further purification. Before removing the ice-bath the reaction was quenched by adding water (0.5 L) The aqueous layer was separated the organic layer was washed with water (0.5 L) and brine (0.5 L) dried over magnesium sulfate filtered
Source ID: ord-8bda6273203545dca8473badf9a0dcdaPubChem References
These sources are listed in the compound's public database record.
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