Carbon tetrabromide → 4-(2-Bromoethyl)-1,2-bis(difluoromethoxy)benzene

HRID 1992349ノート

反応式

HRID 1992349 の反応式
[F:1][CH:2]([F:17])[O:3][C:4]1[CH:5]=[C:6]([CH2:14][CH2:15]O)[CH:7]=[CH:8][C:9]=1[O:10][CH:11]([F:13])[F:12].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Br)(Br)(Br)[Br:38]>ClCCl>[Br:38][CH2:15][CH2:14][C:6]1[CH:7]=[CH:8][C:9]([O:10][CH:11]([F:13])[F:12])=[C:4]([O:3][CH:2]([F:17])[F:1])[CH:5]=1

参加物

5

反応物 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 685209252-[3,4-Bis(difluoromethoxy)phenyl]ethanol

生成物 1

HCID 685217154-(2-Bromoethyl)-1,2-bis(difluoromethoxy)benzene

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

2-[3,4-Bis(difluoromethoxy)phenyl]ethanol (6 g, 0.024 mol; see step (iv) above) and triphenylphosphine (12.6 g, 0.048 mol) were taken up in dichloromethane (100 mL) and cooled to 0° C. CBr4 (15.9 g, 0.048 mol) in dichloromethane was added dropwise, and the mixture stirred at RT overnight under a nitrogen atmosphere. The reaction mixture was filtered, the filtrate concentrated under reduced pressure and the residue purified by column chromatography over silica gel (using 20% ethyl acetate in petroleum ether as eluent) to give the title compound as a yellow liquid. Yield 5.2 g.

後処理

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate concentrated under reduced pressure
  3. customthe residue purified by column chromatography over silica gel (using 20% ethyl acetate in petroleum ether as eluent)

出典と根拠

ORDレコード
ord-133c460592124f9088fe2022a88bcc45
出典データセット
uspto-grants-2010_01
特許番号
US07648985B2

反応ノート

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