反応 #10291

反応方程式

triethylamine

ethyl-[(S)-2-(4-methylsulfanylphenyl)-1-methylethyl]-amine hydrochloride

4-(2-oxo-[1,3]oxazinan-3-yl)butyraldehyde

sodium triacetoxyborohydride

→

3-(4-{ethyl-[(S)-2-(4-methylsulfanyl-phenyl)-1-methylethyl]amino}butyl)-[1,3]oxazinan-2-one

溶媒

1,2-dichloroethane

反応条件

後処理

1. 1
   濃縮concentrated
2. 2
   その他the residue was partitioned between 5% sodium hydroxide (5 mL) and diethyl ether (20 mL)
3. 3
   乾燥The organic phase was dried (magnesium sulfate)
4. 4
   濃縮concentrated

実験手順

To a suspension of ethyl-[(S)-2-(4-methylsulfanylphenyl)-1-methylethyl]-amine hydrochloride (0.25 g, 1 mmole) in 1,2-dichloroethane (10 mL) was added triethylamine (0.2 mL, 1.5 mmole). To this mixture was added 4-(2-oxo-[1,3]oxazinan-3-yl)butyraldehyde (0.18 g, 1.05 mmole) and sodium triacetoxyborohydride (0.32 g, 1.5 mmole). The reaction mixture was stirred at room temperature for 15 hours, concentrated, and the residue was partitioned between 5% sodium hydroxide (5 mL) and diethyl ether (20 mL). The organic phase was dried (magnesium sulfate) and concentrated to give 3-(4-{ethyl-[(S)-2-(4-methylsulfanyl-phenyl)-1-methylethyl]amino}butyl)-[1,3]oxazinan-2-one, (0.33 g,) as a viscous oil.

出典