Reaction #2799

Reaction equation

chloroacetyl chloride

N-methylmorpholine

morpholine

→

chloroacetic acid morpholine carboxamide

Solvents

dichloromethane

Conditions

Workup

1. 1
   TemperatureCool in an ice-bath
2. 2
   ExtractionExtract with cold aqueous 5% sulfuric acid solution, saturated aqueous sodium bicarbonate solution, and saturated aqueous sodium chloride solution
3. 3
   DryingDry the organic layer over Na2SO4
4. 4
   Filtrationfilter
5. 5
   Otherevaporate in vacuo

Procedure

Combine chloroacetyl chloride (2.00 mL, 25.0 mmol) and N-methylmorpholine (2.76 mL, 25.0 mmol) in dichloromethane (100 mL). Cool in an ice-bath. Add morpholine (2.19 mL, 25.0 mmol) and stir in the ice-bath for 1 hour. Warm to ambient temperature and stir for 1 hour. Extract with cold aqueous 5% sulfuric acid solution, saturated aqueous sodium bicarbonate solution, and saturated aqueous sodium chloride solution. Dry the organic layer over Na2SO4, filter, and evaporate in vacuo to obtain chloroacetic acid morpholine carboxamide.

Source