Water → tert-Butyl 3-(4-chlorobenzoyl)azetidine-1-carboxylate

HRID 1182097ノート

反応式

HRID 1182097 の反応式
Cl.[NH:2]1[CH2:5][CH:4]([C:6]([C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=2)=[O:7])[CH2:3]1.[C:15](=[O:18])(O)[O-:16].[Na+].O>O1CCOCC1.O>[C:4]([O:16][C:15]([N:2]1[CH2:5][CH:4]([C:6](=[O:7])[C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=2)[CH2:3]1)=[O:18])([CH3:6])([CH3:5])[CH3:3]

参加物

5

反応物 3

HCID 962WaterHCID 516892Sodium BicarbonateHCID 69358091Azetidin-3-yl(4-chlorophenyl)methanone hydrochloride

生成物 1

HCID 59446774tert-Butyl 3-(4-chlorobenzoyl)azetidine-1-carboxylate

試薬・触媒・溶媒 1

HCID 218864351,4-Dioxane--water (1/1)溶媒

反応条件

温度
10 °C

実験手順

A solution of azetidin-3-yl-(4-chloro-phenyl)-methanone hydrochloride (50 g, 210 mmol) in dioxan:water 1:1 (800 ml) is added powdered sodium bicarbonate (61.7 g, 730 mmol) and the reaction mixture cooled to 10° C. Di-tbutyl-dicarbonate (52.6 g, 240 mmol) is added portion wise and the reaction mixture allowed to warm to room temperature with stirring for 1.5 hours. The reaction mixture is poured into water (1500 ml) and the resulting white precipitate filtered off and dried under vacuum to afford 3-(4-Chloro-benzoyl)-azetidine-1-carboxylic acid tert-butyl ester. 1H NMR 400 MHz, CDCl3, δ 1.45 (9H), 4.10 (1H), 4.20 (4H), 7.47 (2H), 7.80 (2H)

後処理

  1. temperatureto warm to room temperature
  2. filtrationthe resulting white precipitate filtered off
  3. customdried under vacuum

出典と根拠

ORDレコード
ord-28918ffdc48b404180949dbca928ece8
出典データセット
uspto-grants-2007_10
特許番号
US07288537B2

反応ノート

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