Carbon tetrabromide → 4-(Bromomethyl)-1-fluoro-2-methylbenzene

HRID 1375003노트

반응식

HRID 1375003 반응식
[C:1]([Br:5])(Br)(Br)Br.[F:6][C:7]1[CH:14]=[CH:13][C:10](CO)=[CH:9][C:8]=1[CH3:15].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C(Cl)Cl>[F:6][C:7]1[CH:14]=[CH:13][C:10]([CH2:1][Br:5])=[CH:9][C:8]=1[CH3:15]

참가 물질

5

반응물 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 2774592(4-Fluoro-3-methylphenyl)methanol

생성물 1

HCID 27781354-(Bromomethyl)-1-fluoro-2-methylbenzene수율 68%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Carbon tetrabromide (3.08 g) was added portion wisely to a solution of 4-fluoro-3-methylbenzylalcohol (1.3 g) and triphenylphosphine (2.9 g) in methylene chloride (50 ml) and the mixture was stirred for 1 hour. The solution was washed successively with saturated aqueous sodium hydrogen carbonate solution and brine, dried over sodium sulfate, and evaporated in vacuo. The residue was triturated with hexane and the resulting precipitate was removed by filtration. The filtrate was evaporated in vacuo and the residue was purified by column chromatography on silica gel with hexane as eluent to give 4-fluoro-3-methylbenzylbromide (1.28 g) as an oil.

후처리

  1. washThe solution was washed successively with saturated aqueous sodium hydrogen carbonate solution and brine
  2. dry with materialdried over sodium sulfate
  3. customevaporated in vacuo
  4. customThe residue was triturated with hexane
  5. customthe resulting precipitate was removed by filtration
  6. customThe filtrate was evaporated in vacuo
  7. customthe residue was purified by column chromatography on silica gel with hexane as eluent

출처 및 근거

ORD 기록
ord-bc2e4e89bc8041c28726ada4c160f824
출처 데이터셋
uspto-grants-2007_01
특허 번호
US07166598B2

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