Idramantone → Adamantane-1,4-diol
反応式
[OH:1][C:2]12[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][CH:4]([C:5]3=[O:12])[CH2:3]1)[CH2:9]2.[BH4-].[Na+]>CO.Cl>[OH:1][C:2]12[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][CH:4]([CH:5]3[OH:12])[CH2:3]1)[CH2:9]2参加物
5
実験手順
A stirred solution of 5-hydroxy-2-adamantanone (5.14 g, 30.9 mmol) in MeOH (100 mL) was cooled in an ice bath and three 1-g NaBH4 caplets (3 g, 78 mmol) were added. The mixture was allowed to warm to rt and stirred overnight. The mixture was diluted with 5% aq HCl (20 mL) and concentrated to dryness. The residue was taken up in EtOAc (200 mL), washed with water (25 mL) and brine (25 mL), and dried over Na2SO4. Removal of the solvent left the title compound as a white solid (4.88 g, 94%) as a 1:1 mixture of cis and trans isomers.
後処理
- concentrationconcentrated to dryness
- washwashed with water (25 mL) and brine (25 mL)
- dry with materialdried over Na2SO4
- customRemoval of the solvent
- waitleft the title compound as a white solid (4.88 g, 94%)
- additionas a 1:1 mixture of cis and trans isomers
出典と根拠
- ORDレコード
- ord-332665727a9c47d38002d0e0e7d1de79
- 出典データセット
- uspto-grants-2013_03
- 特許番号
- US08399504B2
反応ノート
読み込み中…