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

HRID 231436ノート

反応式

HRID 231436 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 200323672-Chloro-4-fluoro-5-diacetylaminobenzyl bromide収率 7.9%

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-af7bd7184ea249b885311bb03f4c861a
出典データセット
uspto-grants-1989_07
特許番号
US04846882

反応ノート

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