Hydrochloric Acid → 6-Oxobicyclo[2.2.1]heptane-2-carboxylic acid
反応式
Br[CH:2]1[CH:6]2[O:7][C:8](=[O:11])[CH:9]3[CH2:10][CH:3]1[CH2:4][CH:5]23.[OH-:12].[Na+].Cl>O>[O:12]=[C:6]1[CH:5]2[CH2:4][CH:3]([CH2:10][CH:9]2[C:8]([OH:7])=[O:11])[CH2:2]1参加物
5
実験手順
6-bromohexahydro-2H-3,5-methanocyclopenta[b]furan-2-one, 72a, (28.0 g, 129.0 mmol) was treated with NaOH (258.0 mL of 2 M solution, 516.0 mmol) in H2O (350 mL) for 2 hour at room temperature. The reaction mixture was acidified with conc. HCl, extracted with Et2O. The organic phase was dried (Na2SO4), filtered and concentrated in vacuo. The resulting residue was purified by silica gel chromatography (0-20% MeOH/CH2Cl2 gradient) to provide 16 g of 6-oxonorbornane-2-carboxylic acid.
後処理
- extractionextracted with Et2O
- dry with materialThe organic phase was dried (Na2SO4)
- filtrationfiltered
- concentrationconcentrated in vacuo
- customThe resulting residue was purified by silica gel chromatography (0-20% MeOH/CH2Cl2 gradient)
出典と根拠
- ORDレコード
- ord-6f647d28975e474788537356a75bd018
- 出典データセット
- uspto-grants-2014_09
- 特許番号
- US08829007B2
反応ノート
読み込み中…