Triphenylphosphine → (3-Aminopropyl)(triphenyl)phosphonium dibromide

HRID 58333

반응식

HRID 58333 반응식
[BrH:1].[Br:2][CH2:3][CH2:4][CH2:5][NH2:6].[C:7]1([P:13]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>C(O)CCC>[Br-:2].[Br-:1].[NH2:6][CH2:5][CH2:4][CH2:3][P+:13]([C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1.[NH2:6][CH2:5][CH2:4][CH2:3][P+:13]([C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

참가 물질

4

반응물 2

HCID 11776TriphenylphosphineHCID 787013-Bromopropylamine hydrobromide

생성물 1

HCID 131737002(3-Aminopropyl)(triphenyl)phosphonium dibromide수율 117.3%

시약·촉매·용매 1

HCID 2631-Butanol용매

반응 조건

온도
120 °C

실험 절차

To a stirred, degassed solution of 3-bromopropylamine hydrobromide (25.1 g, 115 mmol) in 1-butanol (210 mL) was added triphenylphosphine (42.1 g, 160 mmol). The solution was degassed again by bubbling nitrogen through it for 10 minutes and then heated at 120° C. overnight. The solution was cooled and poured into a stirring solution of methyl t-butyl ether (700 mL) and toluene (400 mL). After stirring at room temperature until a homogenous slurry resulted, the solids were filtered and the product cake rinsed two times with methyl t-butyl ether (2×100 mL) to afford the title compound (54 g, 84%), as a white solid.

후처리

  1. customThe solution was degassed again
  2. customby bubbling nitrogen through it for 10 minutes
  3. temperatureThe solution was cooled
  4. additionpoured into a stirring solution of methyl t-butyl ether (700 mL) and toluene (400 mL)
  5. customresulted
  6. filtrationthe solids were filtered
  7. washthe product cake rinsed two times with methyl t-butyl ether (2×100 mL)

출처 및 근거

ORD 기록
ord-ce9b76e83a664bd783d6cfab82c42e45
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09434753B2

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