Sodium borohydride → 3,5-Difluoro-4-(hydroxymethyl)benzonitrile
反応式
[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([F:12])[C:9]=1[CH:10]=[O:11])[C:5]#[N:6].[BH4-].[Na+]>CCO>[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([F:12])[C:9]=1[CH2:10][OH:11])[C:5]#[N:6]参加物
4
反応条件
- 温度
- 0 °C
実験手順
To a solution of 3,5-difluoro-4-formylbenzonitrile (1.0 g, 6.0 mmol) in EtOH (15 mL) at 0° C. was added NaBH4 (113 mg, 0.5 equiv). After stirring 2 h at 0° C., the reaction mixture was quenched with water and concentrated under reduced pressure. The crude residue was dissolved in DCM, washed with brine, dried over Na2SO4 and concentrated to give 3,5-difluoro-4-(hydroxymethyl)benzonitrile as a solid. All material was used in the next step. 1H NMR (400 MHz, CDCl3) δ 7.29-7.15 (m, 2H), 4.82 (d, J=6.2, 2H), 2.02 (dd, J=12.0, 5.6, 1H); GC-MS (ES) m/z 169 (M).
後処理
- customthe reaction mixture was quenched with water
- concentrationconcentrated under reduced pressure
- dissolutionThe crude residue was dissolved in DCM
- washwashed with brine
- dry with materialdried over Na2SO4
- concentrationconcentrated
出典と根拠
- ORDレコード
- ord-6578a14702c44cd681d00b49c0ecfacb
- 出典データセット
- uspto-grants-2014_07
- 特許番号
- US08785488B2
反応ノート
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