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

HRID 1182097노트

반응식

HRID 1182097 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

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

반응 조건

온도
10 °C

실험 절차

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)

후처리

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

출처 및 근거

ORD 기록
ord-28918ffdc48b404180949dbca928ece8
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07288537B2

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