Trimethyl borate → (5-Ethoxy-2,4-difluorophenyl)boronic acid
反応式
Br[C:2]1[CH:7]=[C:6]([O:8][CH2:9][CH3:10])[C:5]([F:11])=[CH:4][C:3]=1[F:12].[Li]CCCC.[B:18](OC)([O:21]C)[O:19]C>C1COCC1>[CH2:9]([O:8][C:6]1[C:5]([F:11])=[CH:4][C:3]([F:12])=[C:2]([B:18]([OH:21])[OH:19])[CH:7]=1)[CH3:10]参加物
5
実験手順
To 97D (670 mg, 2.83 mmol) in THF (10 mL) was added n-BuLi (1.6M in hexane, 2.3 mL) at −78° C. After stirring for 15 min, trimethyl borate (0.634 mL) was introduced. The mixture was stirred from −78° C. to rt for 5 h before it was quenched by 1N HCl. It was extracted with ethyl acetate. The organic extract was washed with saturated Na2S2O3, brine and dried over MgSO4. The crude product was purified by column chromatography to give 97E (400 mg, 70% yield) as a solid.
後処理
- stirringThe mixture was stirred from −78° C. to rt for 5 h before it
- customwas quenched by 1N HCl
- extractionIt was extracted with ethyl acetate
- extractionThe organic extract
- washwas washed with saturated Na2S2O3, brine
- dry with materialdried over MgSO4
- customThe crude product was purified by column chromatography
出典と根拠
- ORDレコード
- ord-ca55ddf56e0d445ca23eb406d987d1f9
- 出典データセット
- uspto-grants-2009_11
- 特許番号
- US07622585B2
反応ノート
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