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N-bromobutanimide → 3-(4-Chlorobenzoyl)benzyl bromide

HRID 1701348
ノート
印刷プレビュー

反応式

HRID 1701348 の反応式
[CH3:1][C:2]1[CH:3]=[C:4]([CH:14]=[CH:15][CH:16]=1)[C:5]([C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=1)=[O:6].[Br:17]N1C(=O)CCC1=O>C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.C(Cl)(Cl)(Cl)Cl>[Br:17][CH2:1][C:2]1[CH:3]=[C:4]([CH:14]=[CH:15][CH:16]=1)[C:5]([C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=1)=[O:6]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 67184N-bromobutanimideHCID 2757666(4-Chlorophenyl)(3-methylphenyl)methanone

生成物 1

HCID 136496533-(4-Chlorobenzoyl)benzyl bromide収率 62.8%

試薬・触媒・溶媒 2

HCID 7187Benzoyl Peroxide触媒HCID 5943Carbon Tetrachloride溶媒2 回

実験手順

A mixture of 23.05 g of 3-methyl-4'-chlorobenzophenone, 70 cc of carbon tetrachloride, 16.02 g of N-bromosuccinimide and 90 mg benzoyl peroxide was refluxed for 4 hours and then was added to 100 cc of carbon tetrachloride. The mixture was filtered hot and the filter was washed with 100 cc of boiling carbon tetrachloride. 200 cc of the solvent were distilled off under reduced pressure and the mixture was cooled and iced for 1 hour. The mixture was vacuum filtered and the recovered crystals were empasted with iced carbon tetrachloride and dried under reduced pressure. The residue was crystallized from ethanol to obtain 17.5 g of 3-bromomethyl-4'-chlorobenzophenone melting at 138°-139° C.

後処理

  1. temperaturewas refluxed for 4 hours
  2. filtrationThe mixture was filtered hot
  3. washthe filter was washed with 100 cc of boiling carbon tetrachloride
  4. distillation200 cc of the solvent were distilled off under reduced pressure
  5. temperaturethe mixture was cooled
  6. filtrationfiltered
  7. customdried under reduced pressure
  8. customThe residue was crystallized from ethanol

出典と根拠

ORDレコード
ord-c945a5de21bd4c249b9832dd9cf24537
出典データセット
uspto-grants-1980_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04192890

反応ノート

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