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Methanol → Methyl 4-chloro-3-(trifluoromethyl)benzoate

HRID 62785
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HRID 62785 반응식
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[C:11]([F:14])([F:13])[F:12].S(=O)(=O)(O)O.[CH3:20]O>>[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([O:8][CH3:20])=[O:7])=[CH:4][C:3]=1[C:11]([F:12])([F:13])[F:14]
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참가 물질

4

반응물 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 27738574-Chloro-3-(trifluoromethyl)benzoic acid

생성물 1

HCID 14148738Methyl 4-chloro-3-(trifluoromethyl)benzoate

실험 절차

To a solution of 4-chlor-3-(trifluoromethyl)benzoic acid (1037 g, 46.2 mmol) in methanol (100 mL) was added concentrated sulfuric acid (0.51 mL, 9.24 mmol). The mixture was heated under reflux overnight. The mixture was allowed to cool to room temperature and concentrated under reduced pressure to form a solid. The solid was filtered and washed with water. The solid was then stirred with saturated aqueous sodium bicarbonate solution to remove any residual sulfuric acid, filtered and dried under vacuum to give the title compound as a white solid (10.18 g). 1H NMR (400 MHz, CDCl3) δ ppm 3.96 (s, 31), 7.60 (d, J=8.34 Hz, 1H), 8.14 (dd, J=8.34, 2.02 Hz, 1H), 8.37 (d, J 2.02 Hz, 1H).

후처리

  1. temperatureThe mixture was heated
  2. temperatureunder reflux overnight
  3. concentrationconcentrated under reduced pressure
  4. customto form a solid
  5. filtrationThe solid was filtered
  6. washwashed with water
  7. customto remove any residual sulfuric acid
  8. filtrationfiltered
  9. customdried under vacuum

출처 및 근거

ORD 기록
ord-b0744e961704499fb858bff45d2f93c5
출처 데이터셋
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09447041B2

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