Hydrochloric Acid → N-[1-(4-methyl-2-oxo-3-oxabicyclo[2.2.2]octanyl)methyl]-4-acetoxy-3-methoxycinnamamide
反応式
[C:1]([O:4][C:5]1[CH:15]=[CH:14][C:8]([CH:9]=[CH:10][C:11](Cl)=[O:12])=[CH:7][C:6]=1[O:16][CH3:17])(=[O:3])[CH3:2].N[CH2:19][C:20]12[CH2:27][CH2:26][C:23]([CH3:28])([CH2:24][CH2:25]1)[C:22](=[O:29])[O:21]2.Cl.[N:31]1C=CC=CC=1>>[CH3:19][C:20]12[CH2:27][CH2:26][C:23]([CH2:28][NH:31][C:11](=[O:12])[CH:10]=[CH:9][C:8]3[CH:14]=[CH:15][C:5]([O:4][C:1](=[O:3])[CH3:2])=[C:6]([O:16][CH3:17])[CH:7]=3)([CH2:24][CH2:25]1)[C:22](=[O:29])[O:21]2参加物
実験手順
0.65 g of 4-acetoxy-3-methoxycinnamoyl chloride was added to a solution of 0.44 g of 1-aminomethyl-4-methyl-2-oxabicyclo[2.2.2]-octan-3-one (Example 30) in 10 ml of pyridine. The resultant solution was stirred at room temperature for 16 hours. After reaction, 30 ml of 2N hydrochloric acid was added to the reaction solution. The resultant solution was extracted five times with 20 ml of ethyl acetate. The organic layer obtained was washed three times with 2N hydrochloric acid, twice with an aqueous sodium hydrogencarbonate solution and once with an aqueous sodium chloride solution, and then was dried over magnesium sulfate. Thereafter, the solvent was removed in vacuo, yielding 0.58 g of N-[1-(4-methyl-2-oxo-3-oxabicyclo[2.2.2]octanyl)methyl]-4-acetoxy-3-methoxycinnamamide (a compound of the present invention) as a pale yellow oil, which had the following physiochemical properties:
後処理
- additionwas added to the reaction solution
- extractionThe resultant solution was extracted five times with 20 ml of ethyl acetate
- customThe organic layer obtained
- washwas washed three times with 2N hydrochloric acid
- dry with materialtwice with an aqueous sodium hydrogencarbonate solution and once with an aqueous sodium chloride solution, and then was dried over magnesium sulfate
- customThereafter, the solvent was removed in vacuo
出典と根拠
- ORDレコード
- ord-f3313904063c498bb65904a82d81d772
- 出典データセット
- uspto-grants-1994_09
- 特許番号
- US05344845
反応ノート
読み込み中…