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

HRID 1387263ノート

反応式

HRID 1387263 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:13]([OH:15])=[O:14])[CH2:12][CH2:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[Br:16]N1C(=O)CCC1=O>C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>[Br:16][CH2:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2([C:13]([OH:15])=[O:14])[CH2:12][CH2:11][CH2:10][CH2:9]2)=[CH:6][CH:7]=1

参加物

4

反応物 2

HCID 67184N-bromobutanimide2 回HCID 986221-(4-Methylphenyl)cyclopentanecarboxylic acid

生成物 1

HCID 217065091-(4-Bromomethylphenyl)cyclopentane carboxylic acid収率 133.4%

試薬・触媒・溶媒 1

HCID 7187Benzoyl Peroxide触媒

実験手順

To a solution of 1-(4-methylphenyl)cyclopentane carboxylic acid tbutyl 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 tbutyl ester (2.9 g, 100%) as a yellow oil which was used without additional purification.

後処理

  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

出典と根拠

ORDレコード
ord-5ba42a46e2894196bf473c19833601c4
出典データセット
uspto-grants-2001_07
特許番号
US06268365B1

反応ノート

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