Borane → (4-(Ethylsulfonyl)phenyl)methanol

HRID 271474

反応式

HRID 271474 の反応式
[CH2:1]([S:3]([C:6]1[CH:14]=[CH:13][C:9]([C:10](O)=[O:11])=[CH:8][CH:7]=1)(=[O:5])=[O:4])[CH3:2].B>C1COCC1.CO>[CH2:1]([S:3]([C:6]1[CH:14]=[CH:13][C:9]([CH2:10][OH:11])=[CH:8][CH:7]=1)(=[O:5])=[O:4])[CH3:2]

参加物

5

反応条件

温度
70 °C

実験手順

To a stirring solution of 4-(ethylsulfonyl)benzoic acid (500 mg, 2.33 mmol) in THF (5 mL) at 0° C. under argon was added 1 M borane in THF solution (3.5 mL, 3.5 mmol). The reaction mixture was stirred at 70° C. for 20 min. The reaction mixture was then cooled to room temperature, and the THF was removed under reduced pressure. The residue thus obtained was diluted with methanol (5 mL) and stirred for 5 min. Methanol was then removed under reduced pressure. This process was repeated two more times to ensure complete methanolysis of any borane complex. After residual solvent removal under vacuum, 420 mg of the title compound was obtained as a colorless gum. HPLC/MS: retention time=1.373 min, [M+H]+=201.

後処理

  1. temperatureThe reaction mixture was then cooled to room temperature
  2. customthe THF was removed under reduced pressure
  3. customThe residue thus obtained
  4. stirringstirred for 5 min
  5. customMethanol was then removed under reduced pressure
  6. customAfter residual solvent removal under vacuum

出典と根拠

ORDレコード
ord-d999d6f4c208429790aff61f185a47d5
出典データセット
uspto-grants-2008_11
特許番号
US07452892B2

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