反応式
[CH:1]12[CH2:7][CH:4]([CH2:5][CH2:6]1)[CH2:3][CH:2]2[O:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][C:16]=1[O:17][CH3:18])[CH:12]=O.[C-]#N.[Na+].[C:22](=[O:25])([O-])[O-].[NH4+:26].[NH4+:27].Cl.[CH2:29]([OH:31])C>O>[CH:1]12[CH2:7][CH:4]([CH2:5][CH2:6]1)[CH2:3][CH:2]2[O:8][C:9]1[CH:10]=[C:11]([CH:12]2[NH:27][C:29](=[O:31])[NH:26][C:22]2=[O:25])[CH:14]=[CH:15][C:16]=1[O:17][CH3:18]参加物
7
実験手順
3-(Bicyclo[2.2.1]hept-2-yloxy)-4-Methoxybenzaldehyde (20.0 g, 81.3 mmol), sodium cyanide (8.0 g, 162.6 mmol) and ammonium carbonate (32.0 g, 333.3 mmol) are dissolved in 100 ml ethanol and 100 ml water and refluxed for 4 hours. The reaction is cooled, neutralized with 1N HCl solution and the product extracted 2×ethyl acetate. The collected organics are washed with water, brine and concentrated in vacuo. The solid isredissolved in ethyl acetate, dried over Na2SO4, concentrated in vacuo and the resulting crude oil triturated from ether to produce 18.3 g (71%) of the hydantoin as a crystalline material. This material is a 7:3 endo/exo mixture of bicycloalkyl isomers.
後処理
- temperatureThe reaction is cooled
- extractionthe product extracted 2×ethyl acetate
- washThe collected organics are washed with water, brine
- concentrationconcentrated in vacuo
- dry with materialThe solid isredissolved in ethyl acetate, dried over Na2SO4
- concentrationconcentrated in vacuo
- customthe resulting crude oil triturated from ether
出典と根拠
- ORDレコード
- ord-779f71cb0b90492480303ba24a3fe3ab
- 出典データセット
- uspto-grants-1995_05
- 特許番号
- US05414127
関連ノート
読み込み中…