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Triphenylphosphine → [(1-ethyl-1H-imidazol-4-yl)methyl](triphenyl)phosphonium chloride hydrochloride

HRID 2221659
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HRID 2221659 반응식
[ClH:1].[Cl:2][CH2:3][C:4]1[N:5]=[CH:6][N:7]([CH2:9][CH3:10])[CH:8]=1.[C:11]1([P:17]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C(#N)C>[ClH:2].[Cl-:1].[CH2:9]([N:7]1[CH:8]=[C:4]([CH2:3][P+:17]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:5]=[CH:6]1)[CH3:10]
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참가 물질

4

반응물 2

HCID 11776TriphenylphosphineHCID 23076585HCID 23076585, 화합물

생성물 1

HCID 86605746[(1-ethyl-1H-imidazol-4-yl)methyl](triphenyl)phosphonium chloride hydrochloride수율 68.9%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of 4-chloromethyl-1-ethyl-1H-imidazole hydrochloride (8.35 g), triphenylphosphine (12.1 g) and acetonitrile (200 mL) was heated under reflux for 16 hrs. After cooling, the obtained mixture was concentrated. Diethyl ether was added to the residue to allow crystallization, and the precipitated crystals were collected by filtration and washed successively with hexane and ethyl acetate. The obtained crystals were recrystallized from methanol-tetrahydrofuran to give [(1-ethyl-1H-imidazol-4-yl)methyl](triphenyl)phosphonium chloride hydrochloride as colorless crystals (14.09 g, yield 68%). melting point: 121-122° C.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 16 hrs
  3. temperatureAfter cooling
  4. concentrationthe obtained mixture was concentrated
  5. additionDiethyl ether was added to the residue
  6. customcrystallization
  7. filtrationthe precipitated crystals were collected by filtration
  8. washwashed successively with hexane and ethyl acetate
  9. customThe obtained crystals were recrystallized from methanol-tetrahydrofuran

출처 및 근거

ORD 기록
ord-3606228c5049442dabaaf8d891cbd8da
출처 데이터셋
uspto-grants-2008_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07368578B2

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