Benzoyl Peroxide → 2-Chloro-4-fluoro-5-diacetylaminobenzyl bromide

HRID 231436노트

반응식

HRID 231436 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([N:9]([C:13](=[O:15])[CH3:14])[C:10](=[O:12])[CH3:11])=[CH:4][C:3]=1[CH3:16].[Br:17]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([N:9]([C:13](=[O:15])[CH3:14])[C:10](=[O:12])[CH3:11])=[CH:4][C:3]=1[CH2:16][Br:17]

참가 물질

5

반응물 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 200323702-Chloro-4-fluoro-5-diacetylaminotoluene

생성물 1

HCID 200323672-Chloro-4-fluoro-5-diacetylaminobenzyl bromide수율 7.9%

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

실험 절차

A mixture of 7.8 g (0.032 mole) of 2-chloro-4-fluoro-5-diacetylaminotoluene, 6.2 g (0.035 mole) of N-bromosuccinimide, 0.5 g of benzoyl peroxide, and 200 ml of carbon tetrachloride was heated at reflux for two days. This mixture was filtered, and the filtrate was washed with water. The filtrate was dried, and the solvent was evaporated under reduced pressure. The residue was passed through a column of silica gel, eluting with ethyl acetate/heptane (1/4). Appropriate fractions were combined, and the solvent was evaporated under reduced pressure, yielding 0.82 g of 2-chloro-4-fluoro-5-diacetylaminobenzyl bromide. The nmr was consistent with the proposed structure.

후처리

  1. temperaturewas heated
  2. temperatureat reflux for two days
  3. filtrationThis mixture was filtered
  4. washthe filtrate was washed with water
  5. customThe filtrate was dried
  6. customthe solvent was evaporated under reduced pressure
  7. washeluting with ethyl acetate/heptane (1/4)
  8. customthe solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-af7bd7184ea249b885311bb03f4c861a
출처 데이터셋
uspto-grants-1989_07
특허 번호
US04846882

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