Iodine → 1-Bromo-3-cyclopropylbenzene

HRID 733193

反応式

HRID 733193 の反応式
II.I[CH2:4]I.[Br:6][C:7]1[CH:8]=[C:9]([CH:12]=[CH:13][CH:14]=1)[CH:10]=[CH2:11]>C1(C)C=CC=CC=1.[Cu]>[Br:6][C:7]1[CH:8]=[C:9]([CH:10]2[CH2:4][CH2:11]2)[CH:12]=[CH:13][CH:14]=1

参加物

6

反応物 3

HCID 807IodineHCID 6346DiiodomethaneHCID 748703-Bromostyrene

生成物 1

HCID 32826721-Bromo-3-cyclopropylbenzene収率 10.6%

試薬・触媒・溶媒 2

HCID 23978Copper触媒HCID 1140Toluene溶媒

実験手順

Iodine (0.335 g, 1.32 mmol), diiodomethane (4.3 mL, 53.0 mmol) and 3-bromostyrene (5 g, 26.4 mmol) were added successively to a suspension of copper (7.5 g, 118.8 mmol) in toluene (50 mL). The mixture was refluxed for 140 h, then filtered and concentrated in vacuo. The residue was distilled under reduced pressure to afford 3-bromo-1-cyclopropylbenzene (0.55 g, 10%) as a colorless oil.

後処理

  1. temperatureThe mixture was refluxed for 140 h
  2. filtrationfiltered
  3. concentrationconcentrated in vacuo
  4. distillationThe residue was distilled under reduced pressure

出典と根拠

ORDレコード
ord-92a3c950b0de4d5d9a1452cdff580344
出典データセット
uspto-grants-2009_09
特許番号
US07589095B2

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