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Methanol → HCID 12067651, 화합물

HRID 854729
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HRID 854729 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:10][C:11]([OH:13])=[O:12])[CH:5]=[CH:6][C:7]=1[S:8][CH3:9].S(=O)(=O)(O)O.[CH3:19]O>>[CH3:19][O:12][C:11](=[O:13])[CH2:10][C:4]1[CH:5]=[CH:6][C:7]([S:8][CH3:9])=[C:2]([Cl:1])[CH:3]=1
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참가 물질

4

반응물 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 120676503-Chloro-4-(methylthio)phenylacetic acid

생성물 1

HCID 12067651HCID 12067651, 화합물수율 99.4%

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온도
25 °C

실험 절차

A solution of (3-chloro-4-methylsulfanyl-phenyl)-acetic acid (7.00 g, 32.30 mmol) in methanol (150 mL) was treated slowly with concentrated sulfuric acid (2.8 mL, 52.65 mmol). The resulting reaction mixture was heated under reflux for 1.5 h. The reaction mixture was allowed to cool to 25° C. and then concentrated in vacuo to remove methanol. The residue was diluted with ethyl acetate (500 mL). The organic phase was successively washed with a saturated aqueous sodium bicarbonate solution (1×200 mL) and a saturated aqueous sodium chloride solution (1×200 mL), dried over sodium sulfate, filtered, and concentrated in vacuo to afford (3-chloro-4-methylsulfanyl-phenyl)-acetic acid methyl ester (7.41 g, 99.4%) as a light yellow oil: EI-HRMS m/e calcd for C10H11ClO2S (M+) 230.0168. found 230.0166.

후처리

  1. customThe resulting reaction mixture
  2. temperaturewas heated
  3. temperatureunder reflux for 1.5 h
  4. concentrationconcentrated in vacuo
  5. customto remove methanol
  6. additionThe residue was diluted with ethyl acetate (500 mL)
  7. washThe organic phase was successively washed with a saturated aqueous sodium bicarbonate solution (1×200 mL)
  8. dry with materiala saturated aqueous sodium chloride solution (1×200 mL), dried over sodium sulfate
  9. filtrationfiltered
  10. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-c6d51c6ee1cd47e7adb33b078b9cc176
출처 데이터셋
uspto-grants-2007_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07259166B2

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