Acetic Anhydride → 1-Cyano-1-trifluoromethylthio-4-methoxy-1,3-butadiene

HRID 1413936노트

반응식

HRID 1413936 반응식
C(OC(=O)C)(=O)C.[CH3:8][O:9][CH:10](OC)[CH2:11][CH:12](OC)OC.[F:19][C:20]([F:26])([F:25])[S:21][CH2:22][C:23]#[N:24]>[Cl-].[Cl-].[Zn+2]>[C:23]([C:22]([S:21][C:20]([F:26])([F:25])[F:19])=[CH:12][CH:11]=[CH:10][O:9][CH3:8])#[N:24]

참가 물질

5

반응물 3

HCID 7918Acetic AnhydrideHCID 66019TetramethoxypropaneHCID 12513752(Trifluoromethylthio)acetonitrile

생성물 1

HCID 539202191-Cyano-1-trifluoromethylthio-4-methoxy-1,3-butadiene수율 25.3%

시약·촉매·용매 1

HCID 3007855Zincchloride촉매

반응 조건

온도
25 °C

실험 절차

A solution of acetic anhydride (52 mL), 1,1,3,3-tetramethoxypropane (26.4 g, 0.16 mL), trifluoromethylthioacetonitrile (14.5 g, 0.1 mol) and ZnCl2 (1 g) was heated at reflux. After 18 hours, the mixture was distilled up to 100° at atmospheric pressure. The residue was then cooled to 25° C. and filtered. The clear solution was distilled to yield 3.5 g of 4-cyano-4-trifluoromethylthio-3-butenealdehydedimethylacetal (bp 65°-93° C. at 18 mm) and 5.3 g of 1-cyano-1-trifluoromethylthio-4-methoxy-1,3-butadiene (bp 83°-105° C. at 0.5 mm). This material was combined and used in the next step without further purification.

후처리

  1. temperatureat reflux
  2. distillationthe mixture was distilled up to 100° at atmospheric pressure
  3. filtrationfiltered
  4. distillationThe clear solution was distilled

출처 및 근거

ORD 기록
ord-5228d7a6d36f47bba1226ba5a5cb4d83
출처 데이터셋
uspto-grants-1981_02
특허 번호
US04251663

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