Water → HCID 19390157、化合物

HRID 1757273ノート

反応式

HRID 1757273 の反応式
[Br-].[C:2]([CH2:4][CH2:5][CH2:6][CH2:7][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)#[N:3].[H-].[Na+].[S:29]1[CH:33]=[CH:32][C:31]([C:34]2[CH:35]=[C:36]([CH:39]=[CH:40][CH:41]=2)[CH:37]=O)=[CH:30]1.O>CN(C)C=O.C(O)(=O)C>[C:2]([CH2:4][CH2:5][CH2:6]/[CH:7]=[CH:37]/[C:36]1[CH:35]=[C:34]([C:31]2[CH:32]=[CH:33][S:29][CH:30]=2)[CH:41]=[CH:40][CH:39]=1)#[N:3]

参加物

7

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 45475263-(Thiophen-3-yl)benzaldehydeHCID 11418829(4-Cyanobutyl)(triphenyl)phosphanium bromide

生成物 1

HCID 19390157HCID 19390157、化合物収率 95.8%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 6228Dimethylformamide溶媒

実験手順

44.6 g of 4-cyanobutyl(triphenyl)phosphonium bromide is suspended in 250 ml of dimethylformamide, 4.2 g of 60% oily sodium hydride is added under ice cooling and stirring, the mixture is stirred at that temperature for 30 minutes, 18 g of 3-(3-thienyl)benzaldehyde is added, and the mixture is stirred at room temperature for 20 hours. Water and acetic acid are added to the reaction solution for neutralization, the solvent is distilled off under reduced pressure, and the residue is post-treated in a conventional manner and purified by silica gel column chromatography [Wako gel C-100, 500 g; hexane/ethyl acetate=5/1] to obtain 23.2 g of (E)-3-[3-(5-cyano-1-pentenyl)phenyl]thiophene as colorless oil.

後処理

  1. stirringthe mixture is stirred at that temperature for 30 minutes
  2. stirringthe mixture is stirred at room temperature for 20 hours
  3. distillationthe solvent is distilled off under reduced pressure
  4. additionthe residue is post-treated in a conventional manner
  5. custompurified by silica gel column chromatography [Wako gel C-100, 500 g; hexane/ethyl acetate=5/1]

出典と根拠

ORDレコード
ord-957ecab288764102a76686b5d4bdb67c
出典データセット
uspto-grants-1995_08
特許番号
US05444084

反応ノート

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