Water → HCID 19390157, 화합물

HRID 1757273노트

반응식

HRID 1757273 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

HCID 19390157HCID 19390157, 화합물수율 95.8%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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]

출처 및 근거

ORD 기록
ord-957ecab288764102a76686b5d4bdb67c
출처 데이터셋
uspto-grants-1995_08
특허 번호
US05444084

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