Toluene → Pentafluorobenzyltriphenylphosphonium bromide

HRID 622256

반응식

HRID 622256 반응식
C1([P:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)C=CC=CC=1.[F:20][C:21]1[C:26](C[Br:28])=[C:25]([F:29])[C:24]([F:30])=[C:23]([F:31])[C:22]=1[F:32].[C:33]1([CH3:39])[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1>>[Br-:28].[F:29][C:25]1[C:26]([P+:7]([CH2:39][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)=[C:21]([F:20])[C:22]([F:32])=[C:23]([F:31])[C:24]=1[F:30]

참가 물질

4

반응물 3

HCID 1140TolueneHCID 11776TriphenylphosphineHCID 74484Pentafluorobenzyl bromide

생성물 1

HCID 87730649Pentafluorobenzyltriphenylphosphonium bromide수율 90%

실험 절차

A five-liter, three-necked flask equipped with a mechanical stirrer, reflux condenser, and thermometer was charged with toluene (3.3 liters), triphenylphosphine (686 g, 2.62 mole), and pentafluorobenzyl bromide (343 g, 1.31 mole). The contents were stirred and heated slowly to reflux. A white precipitate formed as the reaction progressed. At the completion of the reaction the flask was cooled to ambient temperature and the solid product was filtered and washed with hot toluene (2.6 liters). These solids were dried in a vacuum desiccator to give a 90% yield of pentafluorobenzyltriphenylphosphonium bromide.

후처리

  1. customA five-liter, three-necked flask equipped with a mechanical stirrer
  2. temperaturereflux condenser
  3. temperatureheated slowly
  4. temperatureto reflux
  5. customA white precipitate formed as the reaction
  6. customAt the completion of the reaction the flask
  7. filtrationthe solid product was filtered
  8. washwashed with hot toluene (2.6 liters)
  9. customThese solids were dried in a vacuum desiccator

출처 및 근거

ORD 기록
ord-c5a179365e834a1fa76f4514a8e555ce
출처 데이터셋
uspto-grants-1988_09
특허 번호
US04769495

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