Hydrochloric Acid → 4-Hydroxybicyclo[2.2.2]octane-1-carboxylic acid
反応式
Br[C:2]12[CH2:9][CH2:8][C:5]([C:10]([O:12]C)=[O:11])([CH2:6][CH2:7]1)[CH2:4][CH2:3]2.Cl.[OH-:15].[Na+]>>[OH:15][C:2]12[CH2:9][CH2:8][C:5]([C:10]([OH:12])=[O:11])([CH2:6][CH2:7]1)[CH2:4][CH2:3]2参加物
4
実験手順
Methyl 4-bromobicyclo[2.2.2]octane-1-carboxylate (17.0 g, 69.0 mmol) was refluxed in 1.5 L of 1% aqueous sodium hydroxide solution for 24 h. After cooling down, the reaction solution was acidified with hydrochloric acid (6N, 100 mL) and extracted with diethyl ether (6×500 mL). The combined organic layers were dried over magnesium sulfate and concentrated to afford the titled compound (10.4 g, 61.1 mmol, yield: 89%), which was used in the next step without further purification; MS (ESI) m/z=169.2 [M+H]−.
後処理
- temperatureAfter cooling down
- extractionextracted with diethyl ether (6×500 mL)
- dry with materialThe combined organic layers were dried over magnesium sulfate
- concentrationconcentrated
出典と根拠
- ORDレコード
- ord-3c0d5ce6dbcd4fe8b832159322ef0b28
- 出典データセット
- uspto-grants-2015_09
- 特許番号
- US09139534B2
反応ノート
読み込み中…