Carbon tetrabromide → 4-(2,2-Dibromovinyl)-2-fluoro-1-methoxybenzene

HRID 1401673노트

반응식

HRID 1401673 반응식
[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[O:10][CH3:11])[CH:5]=O.[C:12](Br)(Br)([Br:14])[Br:13].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C(Cl)Cl>[Br:13][C:12]([Br:14])=[CH:5][C:4]1[CH:7]=[CH:8][C:9]([O:10][CH3:11])=[C:2]([F:1])[CH:3]=1

참가 물질

5

반응물 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 676963-Fluoro-p-anisaldehyde

생성물 1

HCID 594550774-(2,2-Dibromovinyl)-2-fluoro-1-methoxybenzene수율 60%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

3-Fluoro-4-methoxy benzaldehyde (0.5 g, 0.00324 mol) was dissolved in DCM (30 mL). Carbon tetrabromide (2.15 g, 0.0064 mol) and triphenylphosphine (3.4 g, 0.013 mol) were added to the solution followed by stirring at RT for 3 h. Insoluble material was removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was purified through column chromatography (2% ethylacetate:hexane in silica 100-200 mesh) to provide the desired compound as a yellow colored oil (0.6 g, 60% yield).

후처리

  1. customInsoluble material was removed by filtration
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was purified through column chromatography (2% ethylacetate:hexane in silica 100-200 mesh)

출처 및 근거

ORD 기록
ord-a0b800ed50964b608d8235fdf4897c97
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08907097B2

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