Benzhydrylamine → 1-Benzhydryl-3-methylazetidin-3-ol

HRID 519208

반응식

HRID 519208 반응식
[C:1]1([CH:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[NH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl[CH2:16][C:17]1([CH3:20])[CH2:19][O:18]1>CO>[CH:7]([N:8]1[CH2:19][C:17]([CH3:20])([OH:18])[CH2:16]1)([C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

참가 물질

4

반응물 2

HCID 7036BenzhydrylamineHCID 952202-(Chloromethyl)-2-methyloxirane

생성물 1

HCID 102439891-Benzhydryl-3-methylazetidin-3-ol수율 63.2%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Diphenylmethanamine (68.8 mL, 375 mmol) was added dropwise into a solution of 2-(chloromethyl)-2-methyloxirane (40 g, 375 mmol) in methanol (160 mL) and the reaction was stirred at rt for 72 h and then at reflux for 20 h. The reaction was cooled to ambient temperature, evaporated in vacuo and suspended in acetone (200 mL). The solid was collected by filtration to give 1-benzhydryl-3-methyl-azetidin-3-ol (60 g, 63%) as a white solid. 1H NMR (DMSO-d6, 400 MHz): δ7.61 (m, 4H), 7.31 (m, 6H), 6.43 (m, 1H), 6.00 (m, 1H), 3.80-4.00 (m, 4H), 1.45 (m, 3H).

후처리

  1. temperatureat reflux for 20 h
  2. temperatureThe reaction was cooled to ambient temperature
  3. customevaporated in vacuo
  4. filtrationThe solid was collected by filtration

출처 및 근거

ORD 기록
ord-51997035b2594f39aa7eb90a0729c674
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09115151B2

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