Carbon tetrabromide → 4-(2-Bromoethyl)-1,2-bis(difluoromethoxy)benzene

HRID 1992349노트

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HRID 1992349 반응식
[F:1][CH:2]([F:17])[O:3][C:4]1[CH:5]=[C:6]([CH2:14][CH2:15]O)[CH:7]=[CH:8][C:9]=1[O:10][CH:11]([F:13])[F:12].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Br)(Br)(Br)[Br:38]>ClCCl>[Br:38][CH2:15][CH2:14][C:6]1[CH:7]=[CH:8][C:9]([O:10][CH:11]([F:13])[F:12])=[C:4]([O:3][CH:2]([F:17])[F:1])[CH:5]=1

참가 물질

5

반응물 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 685209252-[3,4-Bis(difluoromethoxy)phenyl]ethanol

생성물 1

HCID 685217154-(2-Bromoethyl)-1,2-bis(difluoromethoxy)benzene

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

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온도
0 °C

실험 절차

2-[3,4-Bis(difluoromethoxy)phenyl]ethanol (6 g, 0.024 mol; see step (iv) above) and triphenylphosphine (12.6 g, 0.048 mol) were taken up in dichloromethane (100 mL) and cooled to 0° C. CBr4 (15.9 g, 0.048 mol) in dichloromethane was added dropwise, and the mixture stirred at RT overnight under a nitrogen atmosphere. The reaction mixture was filtered, the filtrate concentrated under reduced pressure and the residue purified by column chromatography over silica gel (using 20% ethyl acetate in petroleum ether as eluent) to give the title compound as a yellow liquid. Yield 5.2 g.

후처리

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate concentrated under reduced pressure
  3. customthe residue purified by column chromatography over silica gel (using 20% ethyl acetate in petroleum ether as eluent)

출처 및 근거

ORD 기록
ord-133c460592124f9088fe2022a88bcc45
출처 데이터셋
uspto-grants-2010_01
특허 번호
US07648985B2

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