Triphenylphosphine → [4-(Methanesulfonylaminocarbonyl)butyl]triphenylphosphonium bromide

HRID 371768

반응식

HRID 371768 반응식
[CH3:1][S:2]([NH:5][C:6](=[O:12])[CH2:7][CH2:8][CH2:9][CH2:10][Br:11])(=[O:4])=[O:3].[C:13]1([P:19]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>C(#N)C>[Br-:11].[CH3:1][S:2]([NH:5][C:6]([CH2:7][CH2:8][CH2:9][CH2:10][P+:19]([C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1)=[O:12])(=[O:4])=[O:3]

참가 물질

4

반응물 2

HCID 11776TriphenylphosphineHCID 202961415-Bromo-N-methanesulfonylpentanamide

생성물 1

HCID 19608840[4-(Methanesulfonylaminocarbonyl)butyl]triphenylphosphonium bromide수율 63.7%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A solution of 2.20 g. (8.57 mmoles) of the N-methanesulfonyl-5-bromovaleramide, prepared as above, 2.24 g. (8.57 mmoles) of triphenylphosphine, and 20 ml. of acetonitrile was heated to reflux under nitrogen overnight. The solution was then concentrated by rotary evaporation and the resultant solid was triturated with hot benzene (4X). The triturated solid was recrystallized from absolute ethanol:ether to afford the white, crystalline [4-(methanesulfonylaminocarbonyl)butyl]triphenylphosphonium bromide weighing 2.80 g. (63.7% yield) melting at 190°-191°.

후처리

  1. temperatureto reflux under nitrogen overnight
  2. concentrationThe solution was then concentrated by rotary evaporation
  3. customthe resultant solid was triturated with hot benzene (4X)
  4. customThe triturated solid was recrystallized from absolute ethanol

출처 및 근거

ORD 기록
ord-9611f217bbcd4502bb65382299ff236c
출처 데이터셋
uspto-grants-1978_05
특허 번호
US04087604

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