Benzoyl Peroxide → Bromo(4-fluorophenyl)acetic acid

HRID 277922

反応式

HRID 277922 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([OH:11])=[O:10])=[CH:4][CH:3]=1.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.[Br:30]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[Br:30][CH:8]([C:5]1[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=1)[C:9]([OH:11])=[O:10]

参加物

5

反応物 3

HCID 7187Benzoyl PeroxideHCID 98372-(4-Fluorophenyl)acetic acidHCID 67184N-bromobutanimide

生成物 1

HCID 16217752Bromo(4-fluorophenyl)acetic acid

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

The 4-fluorophenylacetic acid (20 g, 0.13 mol), benzoyl peroxide (130 mg, 0.540 mmol), and N-bromosuccinimide (23.1 g, 0.130 mol) were combined in 500 ml carbon tetrachloride under N2 and refluxed under UV irradiation (GE sunlamp) for 5 hours. The reaction was cooled to RT and the succinimide filtered away. The carbon tetrachloride was removed in vacuo and the remaining oil recrystallized from hexanes yielding 26.2 g (87%) of product as a light yellow solid. EA, MS(FD).

後処理

  1. temperaturerefluxed under UV irradiation (GE sunlamp) for 5 hours
  2. filtrationthe succinimide filtered away
  3. customThe carbon tetrachloride was removed in vacuo
  4. customthe remaining oil recrystallized from hexanes yielding 26.2 g (87%) of product as a light yellow solid

出典と根拠

ORDレコード
ord-df6e30e07dca4e87a46146c58d561673
出典データセット
uspto-grants-2002_03
特許番号
US06358971B1

関連ノート

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