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

HRID 1743869노트

반응식

HRID 1743869 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 222365841-(2-Bromoethyl)-4-chloro-2-nitrobenzene수율 95.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

반응 조건

온도
0 °C

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-a5030b5bbd79498c8c33d8fe7c249935
출처 데이터셋
uspto-grants-2006_03
특허 번호
US07012089B2

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