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

HRID 619804노트

반응식

HRID 619804 반응식
[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

참가 물질

6

반응물 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 5205361-Phenylcyclopropanemethanol

생성물 1

HCID 218459631-(2-Bromoethyl)-2-cyclopropylbenzene수율 64.7%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-8df947c8f5aa4a79a1c8da12622388e1
출처 데이터셋
uspto-grants-1999_09
특허 번호
US05958918

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