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Triethylamine → 1,1-Bis(methylthio)-2-chloro-2-(p-isobutylphenyl) ethylene

HRID 1733611
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HRID 1733611 반응식
[CH3:1][S:2]([C:4]([S:16][CH3:17])=[CH:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][CH:13]([CH3:15])[CH3:14])=[CH:8][CH:7]=1)=O.C(N(CC)CC)C.S(Cl)([Cl:27])=O>C(Cl)(Cl)Cl>[CH3:1][S:2][C:4]([S:16][CH3:17])=[C:5]([Cl:27])[C:6]1[CH:11]=[CH:10][C:9]([CH2:12][CH:13]([CH3:15])[CH3:14])=[CH:8][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 24386Thionyl ChlorideHCID 545626121-Methylsulfinyl-1-methylthio-2-(p-isobutylphenyl)ethylene

생성물 1

HCID 128194621,1-Bis(methylthio)-2-chloro-2-(p-isobutylphenyl) ethylene수율 84%

시약·촉매·용매 1

HCID 6212Chloroform용매3회

실험 절차

1-Methylsulfinyl-1-methylthio-2-(p-isobutylphenyl)ethylene (701 mg) was dissolved in 2 ml of chloroform, and 0.50 ml of triethylamine was added. With stirring under ice cooling, 5 ml of a chloroform solution of 380 mg of thionyl chloride was added over the course of 10 minutes. The mixture was further stirred for 30 minutes under ice cooling, and chloroform was added in an amount sufficient to adjust the total amount of the mixture to 30 ml. The mixture was then washed twice with 10 ml of water. The organic layer was dried over anhydrous sodium sulfate, concentrated under reduced pressure, and chromatographed on a Florisil (chromatographic magnesium silicate) column using benzene as an eluent to afford 628 mg of 1,1-bis (methylthio)-2-chloro-2-(p-isobutylphenyl) ethylene as a colorless oil in a yield of 84%.

후처리

  1. stirringThe mixture was further stirred for 30 minutes under ice cooling
  2. washThe mixture was then washed twice with 10 ml of water
  3. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customchromatographed on a Florisil (chromatographic magnesium silicate) column

출처 및 근거

ORD 기록
ord-496ad6acbaac4d3d85362910e704e42a
출처 데이터셋
uspto-grants-1980_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04242519

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