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

HRID 371768

反応式

HRID 371768 の反応式
[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]

参加物

4

反応物 2

HCID 11776TriphenylphosphineHCID 202961415-Bromo-N-methanesulfonylpentanamide

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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°.

後処理

  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

出典と根拠

ORDレコード
ord-9611f217bbcd4502bb65382299ff236c
出典データセット
uspto-grants-1978_05
特許番号
US04087604

関連ノート

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