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

HRID 1401673ノート

反応式

HRID 1401673 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-a0b800ed50964b608d8235fdf4897c97
出典データセット
uspto-grants-2014_12
特許番号
US08907097B2

反応ノート

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