4-Chlorobenzaldehyde → 1-Chloro-4-(2,2-dibromoethenyl)benzene

HRID 1392772ノート

反応式

HRID 1392772 の反応式
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][CH:3]=1.[C:10](Br)(Br)([Br:12])[Br:11].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C(Cl)Cl>[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[C:10]([Br:12])[Br:11])=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 77264-ChlorobenzaldehydeHCID 11205Carbon tetrabromideHCID 11776Triphenylphosphine

生成物 1

HCID 64229811-Chloro-4-(2,2-dibromoethenyl)benzene収率 93.5%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

4-Chlorobenzaldehyde (2.81 g) was dissolved in methylene chloride (300 ml), and carbon tetrabromide (13.3 g) and triphenylphosphine (21.0 g) were added to stir the mixture at room temperature for 90 minutes. After insoluble matter deposited was removed by filtration, the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (hexane:ethyl acetate=20:1) to obtain the title compound (5.54 g).

後処理

  1. customAfter insoluble matter deposited was removed by filtration
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was purified by column chromatography on silica gel (hexane:ethyl acetate=20:1)

出典と根拠

ORDレコード
ord-038ee91b26fd4cf682b70a022739b592
出典データセット
uspto-grants-2008_03
特許番号
US07342014B2

反応ノート

読み込み中…