Methanol → Methyl 2,3-difluoro-4-methylbenzoate

HRID 907207노트

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HRID 907207 반응식
[F:1][C:2]1[C:10]([F:11])=[C:9]([CH3:12])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH3:13]O.S(=O)(=O)(O)O>>[CH3:13][O:5][C:4](=[O:6])[C:3]1[CH:7]=[CH:8][C:9]([CH3:12])=[C:10]([F:11])[C:2]=1[F:1]

참가 물질

4

반응물 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 27741412,3-Difluoro-4-methylbenzoic acid

생성물 1

HCID 55255640Methyl 2,3-difluoro-4-methylbenzoate수율 83.2%

실험 절차

2,3-Difluoro-4-methyl-benzoic acid (10.0 g, 58.1 mmol) was dissolved in MeOH (200 mL, 6.0 mol) and sulfuric acid (1.00 mL, 19.0 mmol), and was heated at reflux overnight. The mixture was then cooled and concentrated under reduced pressure. The resulting residue was taken up in EtOAc and washed with saturated aqueous NaCl, dried over MgSO4, filtered and concentrated to yield 9.0 g of intermediate (7a) as a white solid. 1H-NMR (CDCl3): 7.61 (1H, t), 7.00 (1H, t), 3.93 (3H, s), 2.35 (3H, s).

후처리

  1. temperatureat reflux overnight
  2. temperatureThe mixture was then cooled
  3. concentrationconcentrated under reduced pressure
  4. washwashed with saturated aqueous NaCl
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-e7196562bfc5462eb8a6d714b662ccfb
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08013005B2

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