Sodium Bicarbonate → HCID 131731867、化合物
反応式
[CH3:1][O:2][N:3]=[C:4]1[C@@H:9]([CH:10]=[O:11])[CH2:8][C@H:7]2[CH2:12][C@@H:5]1[C:6]2([CH3:14])[CH3:13].[BH4-].[Na+].C([O-])(O)=O.[Na+]>CO>[CH3:1][O:2][N:3]=[C:4]1[C@@H:9]([CH2:10][OH:11])[CH2:8][C@H:7]2[CH2:12][C@@H:5]1[C:6]2([CH3:14])[CH3:13]参加物
5
実験手順
To a solution of (1R,3S,5R)-2-(methoxyimino)-6,6-dimethylbicyclo[3.1.1]heptane-3-carbaldehyde, 77b, (0.70 g, 3.58 mmol) in methanol (15 mL) was added sodium borohydride (0.16 g, 4.30 mmol). After stirring at room temperature for 30 minutes, the reaction was diluted into aqueous saturated NaHCO3 solution and extracted with EtOAc. The organic phase was dried (MgSO4), filtered and concentrated in vacuo. The resulting residue was purified via silica gel chromatography (0-50% EtOAc/Hexanes gradient) to afford 330 mg of the desired alcohol as mixture of oxime isomers.