Reaction equation
[C:1](#[N:3])[CH3:2].C([O-])([O-])=O.[Ca+2].[OH2:9].[CH2:10]=[CH:11][CH2:12][CH3:13].[Cl:14]Cl>>[Cl:14][CH2:10][CH:11]([NH:3][C:1](=[O:9])[CH3:2])[CH2:12][CH3:13]Participants
6
Procedure
Into a 250 ml. 3-necked flask fitted with a stirrer, dry ice-acetone trap, a gas outlet, and a gas inlet is charged 41.05 g. (1.0 mole) acetonitrile, 25 g. (0.25 mole) CaCO3, 13.5 ml. (0.75 mole) water and 26.8 g. (0.475 mole) 1-butene. The mixture is cooled to -5° to -8° C. and chlorine added over 2 hours maintaining the temperature at below 7° C. until the reaction mixture turns yellow indicating a slight excess of chlorine. The mixture is filtered and the solvents distilled under reduced pressure to yield 28.6 g. of N-[1-(chloromethyl)propyl]acetamide (40.2% yield based on 1-butene).
Workup
- custom3-necked flask fitted with a stirrer, dry ice-acetone trap, a gas outlet, and a gas inlet
- additionis charged 41.05 g
- temperatureThe mixture is cooled to -5° to -8° C.
- temperaturemaintaining the temperature at below 7° C. until the reaction mixture
- filtrationThe mixture is filtered
- distillationthe solvents distilled under reduced pressure
- customto yield 28.6 g
Sources & evidence
- ORD record
- ord-fc665fef886f48529db659a037f608c6
- Source dataset
- uspto-grants-1976_03
- Patent number
- US03944619
Linked notes
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