반응 #2075689

반응 방정식

ammonia

dimethylamine hydrochloride

3,4-dilinoleyloxybenzaldehyde

Sodium borohydride

→

yellow oil

수율 74.4%

N,N-Dimethyl-3,4-dilinoleyloxybenzylamine

수율 74.4%

용매

dichloromethane

ethanol

반응 조건

후처리

1. 1
   workup.STIRRINGto stir at room temperature overnight
2. 2
   여과The reaction mixture was filtered
3. 3
   건조The filtrate was dried over K2CO3
4. 4
   여과filtered
5. 5
   농축concentrated
6. 6
   기타The resultant oil was purified via flash chromatography (2-10% acetone in dichloromethane, 0.5% TEA gradient)

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-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.

출처