Thionyl Chloride → N-(2-Chloroethyl)-N-methylbenzylamine hydrochloride

HRID 248872

반응식

HRID 248872 반응식
S(Cl)([Cl:3])=O.[CH2:5]([N:12]([CH3:16])[CH2:13][CH2:14]O)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>C(O)C>[ClH:3].[CH2:5]([N:12]([CH2:13][CH2:14][Cl:3])[CH3:16])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 66876N-Benzyl-N-methylethanolamine

생성물 1

HCID 12822620N-(2-Chloroethyl)-N-methylbenzylamine hydrochloride수율 94%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
0 °C

실험 절차

The procedure of Hall, et al.[Organic Syntheses Coll. Vol. 4, 1963, 333-335] was used. To thionyl chloride (22.92 mL, 03.14 mol) at 0° C. was added dropwise N-benzyl-N-methyl ethanolamine (50 g, 0.303 mol). The creamy, off-white material was stirred for 1 hour at 0° C. and then 1 hour at room temperature. Anhydrous ethanol (129 mL) was added to the material. The solution was refluxed for 20 minutes and then was concentrated to an off-white solid. The solid was triturated with Et2O to give the title compound as a white solid (62.51 g, 94% yield, mp 136-138° C.).

후처리

  1. custom1 hour
  2. customat room temperature
  3. temperatureThe solution was refluxed for 20 minutes
  4. concentrationwas concentrated to an off-white solid
  5. customThe solid was triturated with Et2O

출처 및 근거

ORD 기록
ord-5d6909e1aa854d3fb454f89f0f8c9079
출처 데이터셋
uspto-grants-1993_05
특허 번호
US05212185

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