N-bromobutanimide → 1-(4-Bromomethylphenyl)cyclopentane carboxylic acid t butyl ester

HRID 1274264노트

반응식

HRID 1274264 반응식
[C:1]([O:5][C:6]([C:8]1([C:13]2[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=2)[CH2:12][CH2:11][CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[Br:20]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>[C:1]([O:5][C:6]([C:8]1([C:13]2[CH:18]=[CH:17][C:16]([CH2:19][Br:20])=[CH:15][CH:14]=2)[CH2:12][CH2:11][CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

참가 물질

5

반응물 2

HCID 67184N-bromobutanimide2회HCID 206745431-(4-Methylphenyl)cyclopentane carboxylic acid t butyl ester

생성물 1

HCID 206745421-(4-Bromomethylphenyl)cyclopentane carboxylic acid t butyl ester수율 111.3%

시약·촉매·용매 2

HCID 7187Benzoyl Peroxide촉매HCID 5943Carbon Tetrachloride용매

실험 절차

To a solution of 1-(4-methylphenyl)cyclopentane carboxylic acid t butyl ester (2.00 g, 7.68 mmol) in CCl4 (80 mL) was added N-bromosuccinimide (1.37 g, 7.68 mmol) and benzoyl peroxide (0.050 g). This mixture was brought to reflux by heating, and maintained at reflux for 2 hours using a sun lamp (250 W). Additional N-bromosuccinimide (0.34 g, 1.9 mmol) was added, and after 20 minutes the solution was concentrated to 40 mL. The white precipitate was removed by filtration. The filtrate was concentrated to give 1-(4-bromomethylphenyl)cyclopentane carboxylic acid t butyl ester (2.9 g, 100%) as a yellow oil which was used without additional purification.

후처리

  1. temperatureto reflux
  2. temperatureby heating
  3. temperaturemaintained
  4. temperatureat reflux for 2 hours
  5. concentrationafter 20 minutes the solution was concentrated to 40 mL
  6. customThe white precipitate was removed by filtration
  7. concentrationThe filtrate was concentrated

출처 및 근거

ORD 기록
ord-a59d1e4fcef5441e9d4def335ff86ee2
출처 데이터셋
uspto-grants-2000_12
특허 번호
US06156784

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