Carbon tetrabromide → 1-(2-Bromoethyl)-4-chloro-2-nitrobenzene

HRID 1743869ノート

反応式

HRID 1743869 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9]O)=[C:4]([N+:11]([O-:13])=[O:12])[CH:3]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Br)(Br)(Br)[Br:34]>C(Cl)Cl>[Br:34][CH2:9][CH2:8][C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][C:4]=1[N+:11]([O-:13])=[O:12]

参加物

5

反応物 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 144915122-(4-Chloro-2-nitrophenyl)ethanol

生成物 1

HCID 222365841-(2-Bromoethyl)-4-chloro-2-nitrobenzene収率 95.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

To a solution of 2-(4-chloro-2-nitro-phenyl)-ethanol (63.0 g, 0.31 mole) in methylene chloride (1 L) was added triphenylphosphine (81.9 g, 0.31 mole) and the mixture was cooled to 0° C. Carbon tetrabromide (103.6 g, 0.31 mole) in methylene chloride (100 mL) was added dropwise through an addition funnel. The reaction mixture was stirred at room temperature overnight. The solvent was removed in vacuo and the residue purified by flash column chromatography (silica gel, dichloromethane) to provide 78.0 g of the title compound as a light brown oil.

後処理

  1. customThe solvent was removed in vacuo
  2. customthe residue purified by flash column chromatography (silica gel, dichloromethane)

出典と根拠

ORDレコード
ord-a5030b5bbd79498c8c33d8fe7c249935
出典データセット
uspto-grants-2006_03
特許番号
US07012089B2

反応ノート

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