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

HRID 2104405ノート

反応式

HRID 2104405 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 the solution, followed by stirring at room temperature for 90 minutes. After insoluble matter precipitated was removed by filtration, the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=20:1), to thereby give the title compound (5.54 g).

後処理

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

出典と根拠

ORDレコード
ord-c683b2fa3f234b6f9596b2ebe3406160
出典データセット
uspto-grants-2009_08
特許番号
US07576135B2

反応ノート

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