Methanol → (2,3-Difluoro-5-nitrophenyl)methanol

HRID 2277752노트

반응식

HRID 2277752 반응식
[F:1][C:2]1[C:10]([F:11])=[CH:9][C:8]([N+:12]([O-:14])=[O:13])=[CH:7][C:3]=1[C:4](O)=[O:5].CO>C1COCC1.C(OCC)(=O)C>[F:1][C:2]1[C:10]([F:11])=[CH:9][C:8]([N+:12]([O-:14])=[O:13])=[CH:7][C:3]=1[CH2:4][OH:5]

참가 물질

5

반응물 2

HCID 887MethanolHCID 545937902,3-Difluoro-5-nitrobenzoic acid

생성물 1

HCID 68806779(2,3-Difluoro-5-nitrophenyl)methanol

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매2회HCID 8857Ethyl Acetate용매

실험 절차

To a stirring solution of 2,3-difluoro-5-nitrobenzoic acid (Butt Park Ltd.; 9.00 g; 44.3 mmol) in THF at 0° C. was added a 1M solution of borane-tetrahydrofuran complex in THF (177.3 mL; 177.3 mmol). The mixture was allowed to react at RT overnight. Then, MeOH was cautiously added to the stirred mixture while cooling with an ice bath. The batch was diluted with ethyl acetate and washed with aqueous sodium hydroxide solution (1N) and saturated aqueous sodium chloride solution. The organic phase was dried (sodium sulfate), filtered and concentrated. The residue was purified by chromatography (hexane to hexane/ethyl acetate 1:2) to give the pure product (8.20 g; 43.4 mmol).

후처리

  1. customto react at RT overnight
  2. temperaturewhile cooling with an ice bath
  3. washwashed with aqueous sodium hydroxide solution (1N) and saturated aqueous sodium chloride solution
  4. dry with materialThe organic phase was dried (sodium sulfate)
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe residue was purified by chromatography (hexane to hexane/ethyl acetate 1:2)
  8. customto give the pure product (8.20 g; 43.4 mmol)

출처 및 근거

ORD 기록
ord-d0443bcf5a4149899511b21693106d11
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09133171B2

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