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Triphenylphosphine → 5-Carboxy-5,5-dimethylpentyltriphenylphosphonium bromide

HRID 463044
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HRID 463044 반응식
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6]([CH3:11])([CH3:10])[C:7]([OH:9])=[O:8].[C:12]1([P:18]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>C(#N)C>[Br-:1].[C:7]([C:6]([CH3:11])([CH3:10])[CH2:5][CH2:4][CH2:3][CH2:2][P+:18]([C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)([OH:9])=[O:8]
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참가 물질

4

반응물 2

HCID 11776TriphenylphosphineHCID 10036524HCID 10036524, 화합물

생성물 1

HCID 861086235-Carboxy-5,5-dimethylpentyltriphenylphosphonium bromide수율 58.2%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

6-Bromo-2,2-dimethylhexanoic acid (3.8 g, 17 mmole) and triphenylphosphine (4.9 g, 18.7 mmole) were dissolved in acetonitrile (30 ml), and the solution was heated under reflux for 20 hours. After the completion of the reaction, the solvent was removed under reduced pressure, and the residue was treated with toluene, followed by thorough stirring. The insolubles were seperated from the toluene solution, and crystallized from ethyl acetate to give 5-carboxy-5,5-dimethylpentyltriphenylphosphonium bromide (4.8 g, 58%) [NMR (δ value): 1.10 (6H,s), 1.4-1.6 (6H), 3.4-3.8 (2H)].

후처리

  1. temperaturethe solution was heated
  2. temperatureunder reflux for 20 hours
  3. customAfter the completion of the reaction
  4. customthe solvent was removed under reduced pressure
  5. additionthe residue was treated with toluene
  6. customThe insolubles were seperated from the toluene solution
  7. customcrystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-235270cfcd6843f9990fd14a6abeacb6
출처 데이터셋
uspto-grants-1985_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04518602

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