Pyridine → N-[(1Z)-{(E,3aS,7aR)-7-(bromomethylene)-octahydro-3a-methyl-2-oxoindene-3-ylidene}methyl]-N-phenethylacetamide
反応式
[Br:1]/[CH:2]=[C:3]1/[C@H:4]2[C@:8]([CH3:12])([CH2:9][CH2:10][CH2:11]/1)/[C:7](=[CH:13]/[NH:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)/[C:6](=[O:21])[CH2:5]2.[C:22](Cl)(=[O:24])[CH3:23].N1C=CC=[CH:28][CH:27]=1>>[Br:1]/[CH:2]=[C:3]1\[CH2:11][CH2:10][CH2:9][C@@:8]2([CH3:12])[C@H:4]\1[CH2:5][C:6](=[O:21])/[C:7]/2=[CH:13]\[N:14]([CH2:15][CH2:16][C:17]1[CH:28]=[CH:27][CH:20]=[CH:19][CH:18]=1)[C:22](=[O:24])[CH3:23]参加物
4
実験手順
To a solution of (1Z,3aR,4E,7aS)-4-(bromomethylene)-hexahydro-7a-methyl-1-{(phenylamino)methylene}-1H-indene-2(3H)-one (Compound 27: 182 mg, 0.486 mmol) in pyridine (1 ml), acetyl chloride (50 μl, 0.703 mmol) was added at 0° C. The resulting mixture was allowed to rise to room temperature and stirred for 30 minutes. The solvent was removed by evaporator, and the residue was dissolved in diethyl ether. The resulting mixture was washed with 2 N hydrochloric acid, water and with saturated brine, and dried over magnesium sulfate, followed by evaporation under reduced pressure to obtain a crude product of N-[(1Z)-{(E,3aS,7aR)-7-(bromomethylene)-octahydro-3a-methyl-2-oxoindene-3-ylidene}methyl]-N-phenethylacetamide (184 mg, 91%).
後処理
- customto rise to room temperature
- customThe solvent was removed by evaporator
- dissolutionthe residue was dissolved in diethyl ether
- washThe resulting mixture was washed with 2 N hydrochloric acid, water and with saturated brine
- dry with materialdried over magnesium sulfate
- customfollowed by evaporation under reduced pressure
出典と根拠
- ORDレコード
- ord-e3c2656129154a0e9a6eaa48550227b4
- 出典データセット
- uspto-grants-2012_05
- 特許番号
- US08173824B2
反応ノート
読み込み中…