Реакция #2195481

Уравнение реакции

ammonia

dimethylamine hydrochloride

3,4-dilinoleyloxybenzaldehyde

Sodium borohydride

→

yellow oil

Выход 74.4%

N,N-Dimethyl-3,4-dilinoleyloxybenzylamine

Выход 74.4%

Растворители

dichloromethane

ethanol

Условия реакции

Обработка

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

Методика

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.

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