反応 #2075688

反応方程式

ammonia

dimethylamine hydrochloride

3,4-dioleyloxybenzaldehyde

Sodium borohydride

→

N,N-Dimethyl-3,4-dioleyloxybenzylamine

溶媒

ethanol

反応条件

後処理

1. 1
   workup.STIRRINGto stir at room temperature overnight
2. 2
   ろ過The reaction mixture was filtered
3. 3
   洗浄the solids washed with dichloromethane
4. 4
   乾燥The filtrate was dried over K2CO3
5. 5
   ろ過filtered
6. 6
   濃縮concentrated
7. 7
   その他The resultant oil was purified via flash chromatography (2-10% acetone in dichloromethane, 0.5% TEA gradient)
8. 8
   その他to afford 5.81 g (87-+%) of a yellow oil

実験手順

To a solution of triethylamineamine (2.0 mL, 14 mmol) in ethanol (20 mL) was added dimethylamine hydrochloride (1.63 g, 20 mmol), titanium tetraisopropoxide (5.96 mL, 20 mmol) and 3,4-dioleyloxybenzaldehyde (6.39 g, 10 mmol). The mixture was allowed to stir under argon for 10 h at room temperature. Sodium borohydride (0.57 g, 15 mmol) was added to the reaction mixture which was then allowed to stir at room temperature overnight. Concentrated aqueous ammonia (4 mL) was added slowly to the reaction mixture. The reaction mixture was filtered and the solids washed with dichloromethane. The filtrate was dried over K2CO3, filtered and concentrated. The resultant oil was purified via flash chromatography (2-10% acetone in dichloromethane, 0.5% TEA gradient) to afford 5.81 g (87-+%) of a yellow oil.

出典