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Azobisisobutyronitrile → tert-Butyl 2-(4-(bromomethyl)phenyl)-2-cyclopentylacetate

HRID 37218
ノート
印刷プレビュー

反応式

HRID 37218 の反応式
[CH:1]1([CH:6]([C:14]2[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=2)[C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[CH2:5][CH2:4][CH2:3][CH2:2]1.N(C(C)(C)C#N)=NC(C)(C)C#N.C1C(=O)N([Br:40])C(=O)C1>C(Cl)(Cl)(Cl)Cl>[Br:40][CH2:20][C:17]1[CH:18]=[CH:19][C:14]([CH:6]([CH:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)[C:7]([O:9][C:10]([CH3:12])([CH3:11])[CH3:13])=[O:8])=[CH:15][CH:16]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 15234721Tert-butyl 2-cyclopentyl-2-(4-methylphenyl)acetate

生成物 1

HCID 15225592tert-Butyl 2-(4-(bromomethyl)phenyl)-2-cyclopentylacetate

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

反応条件

温度
0 °C

実験手順

27.4 g (0.1 mol) of tert-butyl 2-cyclopentyl-2-(4-methylphenyl)-acetate are dissolved in 200 ml of carbon tetrachloride and the solution is heated to boiling point. After an addition of 0.82 g of azobisisobutyronitrile, 18.7 g (0.105 mol) of n-bromosuccinimide are added in portions, the mixture is subsequently refluxed for 1 hour and cooled to 0° C., and succinimide is filtered off. After concentration of the filtrate, the product precipitates. It is washed with petroleum ether (40/60) and dried. Yield: 20 g (57% of theory)

後処理

  1. temperaturethe solution is heated
  2. additionare added in portions
  3. temperaturethe mixture is subsequently refluxed for 1 hour
  4. filtrationsuccinimide is filtered off
  5. customAfter concentration of the filtrate, the product precipitates
  6. washIt is washed with petroleum ether (40/60)
  7. customdried

出典と根拠

ORDレコード
ord-511f0f3d81054092a7468778ef1b0c79
出典データセット
uspto-grants-1995_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05420149

反応ノート

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