反応 #2195481

反応方程式

ammonia

dimethylamine hydrochloride

3,4-dilinoleyloxybenzaldehyde

Sodium borohydride

→

yellow oil

収率 74.4%

N,N-Dimethyl-3,4-dilinoleyloxybenzylamine

収率 74.4%

溶媒

dichloromethane

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
   乾燥The filtrate was dried over K2CO3
4. 4
   ろ過filtered
5. 5
   濃縮concentrated
6. 6
   その他The resultant oil was purified via flash chromatography (2-10% acetone in dichloromethane, 0.5% TEA gradient)

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-dilinoleyloxybenzaldehyde (6.35 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. 6N Aqueous ammonia (30 mL), was added slowly to the reaction mixture followed by dichloromethane. The reaction mixture was filtered. 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 4.94 g (74%) of a yellow oil.

出典