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

HRID 519208

反応式

HRID 519208 の反応式
[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

参加物

4

反応物 2

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

生成物 1

HCID 102439891-Benzhydryl-3-methylazetidin-3-ol収率 63.2%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-51997035b2594f39aa7eb90a0729c674
出典データセット
uspto-grants-2015_08
特許番号
US09115151B2

関連ノート

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