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(Triphenylphosphoranylidene)acetaldehyde → (E)-3-(3-Methylbenzothiophen-2-yl)-2-propenal

HRID 377377
노트
인쇄 미리보기

반응식

HRID 377377 반응식
[CH3:1][C:2]1[C:3]2[CH:12]=[CH:11][CH:10]=[CH:9][C:4]=2[S:5][C:6]=1[CH:7]=O.[CH:13]([CH:15]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)=[O:14]>C1(C)C=CC=CC=1>[CH3:1][C:2]1[C:3]2[CH:12]=[CH:11][CH:10]=[CH:9][C:4]=2[S:5][C:6]=1/[CH:7]=[CH:15]/[CH:13]=[O:14]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 75051(Triphenylphosphoranylidene)acetaldehydeHCID 5199183-Methylbenzo(b)thiophene-2-carboxaldehyde

생성물 1

HCID 19358670(E)-3-(3-Methylbenzothiophen-2-yl)-2-propenal수율 52%

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
80 °C

실험 절차

3-Methylbenzo[b]thiophene-2-carboxaldehyde (4.2 g, 23.8 mmol) was dissolved in dry toluene (100 ml) and treated with (formylmethylene)triphenylphosphorane (7.35 g, 24.2 mmol). The reaction mixture was heated to 80° C. for 10 hours, allowed to cool and the residue was washed with 200 ml of hexane/Et2O 1/1 and then triturated with isopropyl ether to give pure title compound (2.5 g, 12.38 mmol, yield 52.0%), m.p.=90-92+ C.

후처리

  1. temperatureto cool
  2. washthe residue was washed with 200 ml of hexane/Et2O 1/1
  3. customtriturated with isopropyl ether

출처 및 근거

ORD 기록
ord-e24a02f6268443a78b230af36e4eaaed
출처 데이터셋
uspto-grants-2000_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06025390

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