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

HRID 2277752ノート

反応式

HRID 2277752 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒2 回HCID 8857Ethyl Acetate溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-d0443bcf5a4149899511b21693106d11
出典データセット
uspto-grants-2015_09
特許番号
US09133171B2

反応ノート

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