N-CBZ-N,N-BIS(2-CHLOROETHYL)AMINE synthesis
- Product Name:N-CBZ-N,N-BIS(2-CHLOROETHYL)AMINE
- CAS Number:72791-76-5
- Molecular formula:C12H15Cl2NO2
- Molecular Weight:276.16
Yield:72791-76-5 95.5%
Reaction Conditions:
Stage #1: β,β'-dichlordiethylamine hydrochloride salt;benzyl carbonochloridate in dichloromethane at 0; for 0.166667 h;
Stage #2: with triethylamine in dichloromethane at 20; for 2 h;
Steps:
19 N,N-Bis(2-chloroethyl)benzyl carbamate
To a suspension of bis(2-chloroethyl)amine hydrochloride salt (5 g, 0.028 mole) in 30 ml dry dichloro-methane, with cooling (ice water) and stirring, benzyl chloroformate (5.1 g, 0.03 mole) was added dropwise. The addition was complete within 10 min and was followed by addition of triethylamine (6.46 g, 0.063 mole) during 1 h. The mixture was further stirred at room temperature for 1 hour. Water (10 ml) was added, and the mixture was stirred for 15 min. Separated dichchloromethane layer was washed with HCl 1M (10 ml), brine (10 ml), dried and concentrated in vacuo to give an oily product (7 g, 95.5% yield, 80% pur).
References:
US2009/143582,2009,A1 Location in patent:Page/Page column 8
