Reaction #66974

Reaction equation

N-Ethylbenzylamine

diisopropylethylamine

Phosgene

→

title compound

Benzyl-ethyl-carbamyl chloride

Solvents

CH2Cl2

Conditions

Workup

1. 1
   ConcentrationThe mixture was concentrated
2. 2
   workup.ADDITIONthe residue was diluted with diethyl ether (150 mL)
3. 3
   Washwashed twice with H2O
4. 4
   OtherThe organic layer was dried
5. 5
   Concentrationconcentrated

Procedure

N-Ethylbenzylamine (0.56 mL, 3.8 mmol) and diisopropylethylamine (1 mL, 5.7 mmol) were combined in CH2Cl2 (12 mL) and cooled to 0° C. Phosgene (1.9M in toluene; 2.4 mL, 4.6 mmol) was added over 5 minutes, and the reaction was stirred at room temperature overnight. The mixture was concentrated, and the residue was diluted with diethyl ether (150 mL) and washed twice with H2O. The organic layer was dried and concentrated to give the title compound.

Source