Carbon tetrabromide → 1-(2-Bromoethyl)-2-cyclopropylbenzene

HRID 619804ノート

反応式

HRID 619804 の反応式
[C:1]1([C:7]2(CO)[CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1(P([C:25]2[CH:30]=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Br)(Br)(Br)[Br:32]>C1COCC1.CCOCC>[CH:7]1([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][C:6]=2[CH2:25][CH2:30][Br:32])[CH2:8][CH2:9]1

参加物

6

反応物 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 5205361-Phenylcyclopropanemethanol

生成物 1

HCID 218459631-(2-Bromoethyl)-2-cyclopropylbenzene収率 64.7%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 1-phenyl-1-cyclopropane methanol (1 g, 6.8 mmol) in 35 mL of THF is added triphenylphosphine (1.7 g, 7.1 mmol) and carbon tetrabromide (2.34 g, 7.1 mmol). The solution is stirred at ambient temperatures for 5 hours. After this time, the solution is diluted with 100 mL of Et2O. The reaction mixture is filtered and the collected solution is concentrated. The crude product is purified by column chromatography eluting with hexane to afford the title compound (1 g, 4.4 mmol) as an oil.

後処理

  1. filtrationThe reaction mixture is filtered
  2. concentrationthe collected solution is concentrated
  3. customThe crude product is purified by column chromatography
  4. washeluting with hexane

出典と根拠

ORDレコード
ord-8df947c8f5aa4a79a1c8da12622388e1
出典データセット
uspto-grants-1999_09
特許番号
US05958918

反応ノート

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