Methanol → Methyl 2,6-difluoro-3-hydroxybenzoate

HRID 1771685노트

반응식

HRID 1771685 반응식
[F:1][C:2]1[C:10]([O:11][Si](C(C)C)(C(C)C)C(C)C)=[CH:9][CH:8]=[C:7]([F:22])[C:3]=1[C:4]([OH:6])=[O:5].O=S(Cl)Cl.[CH3:27]O>>[F:1][C:2]1[C:10]([OH:11])=[CH:9][CH:8]=[C:7]([F:22])[C:3]=1[C:4]([O:6][CH3:27])=[O:5]

참가 물질

4

반응물 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 894436202,6-Difluoro-3-triisopropylsilyloxy-benzoic acid

생성물 1

HCID 46311127Methyl 2,6-difluoro-3-hydroxybenzoate수율 75%

실험 절차

To a solution of 2,6-difluoro-3-triisopropylsilyloxy-benzoic acid (see example 2) (7 g, 21.1 mmol, 1.0 eq) in MeOH (100 mL) was added SOCl2 (10 mL) dropwise. The reaction mixture was heated at reflux for 3 h, then cooled and the solvent removed in vacuo. Water was added and the aqueous layer was extracted with EtOAc. The organic extract was washed with water and brine, dried (Na2SO4), filtered and evaporated in vacuo to give the title compound as a solid (3 g, 75%) which was used in the next step without further purification.

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux for 3 h
  3. temperaturecooled
  4. customthe solvent removed in vacuo
  5. additionWater was added
  6. extractionthe aqueous layer was extracted with EtOAc
  7. extractionThe organic extract
  8. washwas washed with water and brine
  9. dry with materialdried (Na2SO4)
  10. filtrationfiltered
  11. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-1b9d1e6ae8aa44158cb5c5c742401b9b
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09249085B2

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