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

HRID 1701348
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HRID 1701348 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

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

생성물 1

HCID 136496533-(4-Chlorobenzoyl)benzyl bromide수율 62.8%

시약·촉매·용매 2

HCID 7187Benzoyl Peroxide촉매HCID 5943Carbon Tetrachloride용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c945a5de21bd4c249b9832dd9cf24537
출처 데이터셋
uspto-grants-1980_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04192890

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