Dichloromethane → N,N-bis(2-chloroethyl)methyl ammonium hydrochloride

反応式

[CH3:1][N:2]([CH2:6]CO)[CH2:3][CH2:4]O.S(Cl)([Cl:11])=O.[CH2:13]([Cl:15])Cl>>[ClH:11].[Cl:11][CH2:4][CH2:3][NH+:2]([CH3:6])[CH2:1][CH2:13][Cl:15]

参加物

反応物 3

HCID 6344Dichloromethane

HCID 7767N-Methyldiethanolamine

HCID 24386Thionyl Chloride

生成物 1

HCID 71676372N,N-bis(2-chloroethyl)methyl ammonium hydrochloride収率 85%

実験手順

A solution of N-methyldiethanolamine (3 g, 25 mmol) in CH2Cl2 (5 mL) was slowly added dropwise to thionyl chloride (10 mL) in ice-water bath, then stirred at r. t. for 2 days. After evaporated, the residue was dispersed with CH3 CN/Et2O, then was filtered to give N,N-bis(2-chloroethyl)methyl ammonium hydrochloride (4.1 g, 85%).