Chloroacetyl chloride → 2-Chloro-N-(2,2-dimethoxyethyl)acetamide
Reaction equation
[CH3:1][O:2][CH:3]([O:6][CH3:7])[CH2:4][NH2:5].[OH-].[Na+].[Cl:10][CH2:11][C:12](Cl)=[O:13]>ClCCl>[CH3:1][O:2][CH:3]([O:6][CH3:7])[CH2:4][NH:5][C:12](=[O:13])[CH2:11][Cl:10]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 105.1 grams (g) (1.0 moles) of aminoacetaldehyde dimethyl acetal, 80 g (1.0 moles) of a 50% aqueous solution of sodium hydroxide, and 200 ml dichloromethane are placed in a 1 liter flask fitted with a stirrer and thermometer. To this is added 113.0 g (1.0 moles) of chloroacetyl chloride dropwise with rapid stirring at 0°-10° C. After the addition is complete, the reaction is allowed to rise to room temperature and is stirred for 1 hour. Next the mixture is washed with 100 ml water, 100 ml sodium carbonate solution and 100 ml water, followed by drying and evaporation to give 113.8 g (63% yield) of the title compound, m.p. 33°-36° C.
Workup
- customare placed in a 1 liter flask
- customfitted with a stirrer
- additionAfter the addition
- customto rise to room temperature
- stirringis stirred for 1 hour
- washNext the mixture is washed with 100 ml water, 100 ml sodium carbonate solution and 100 ml water
- customby drying
- customevaporation
Sources & evidence
- ORD record
- ord-2c346f88679d426a850eb7e800436b60
- Source dataset
- uspto-grants-1979_05
- Patent number
- US04155745
Reaction notes
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