반응 #2195480

반응 방정식

ammonia

dimethylamine hydrochloride

3,4-dioleyloxybenzaldehyde

Sodium borohydride

→

N,N-Dimethyl-3,4-dioleyloxybenzylamine

용매

ethanol

반응 조건

후처리

1. 1
   workup.STIRRINGto stir at room temperature overnight
2. 2
   여과The reaction mixture was filtered
3. 3
   세척the solids washed with dichloromethane
4. 4
   건조The filtrate was dried over K2CO3
5. 5
   여과filtered
6. 6
   농축concentrated
7. 7
   기타The resultant oil was purified via flash chromatography (2-10% acetone in dichloromethane, 0.5% TEA gradient)
8. 8
   기타to afford 5.81 g (87-+%) of a yellow oil

실험 절차

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.

출처