تفاعل #49529

معادلة التفاعل

hydrochloric acid

4-Formyl-3-methoxymethoxybenzoic acid

EDCI

HOBT monohydrate

cumylamine

→

4-formyl-3-methoxymethoxy-N-(1-methyl-1-phenylethyl)benzamide

المردود 78.1%

المذيبات

water

water

DMF

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGstirred at room temperature for 1 hour
2. 2
   استخلاصextracted with ethyl acetate
3. 3
   غسيلThe organic layer was washed with water and saturated aqueous sodium hydrogencarbonate solution and saturated brine
4. 4
   تجفيفby drying over anhydrous sodium sulfate
5. 5
   أخرىThe solvent was evaporated under reduced pressure
6. 6
   أخرىthe residue was purified by flash column chromatography (hexane/ethyl acetate=95/5 to 80/20 to 70/30)

الإجراء التجريبي

4-Formyl-3-methoxymethoxybenzoic acid (2.57 g, 12.2 mmol) was dissolved in DMF (50 mL), and the solution was added with EDCI (4.68 g, 24.4 mmol), HOBT monohydrate (1.65 g, 12.2 mmol) and cumylamine (4.03 mL, 24.4 mmol), followed by stirring at room temperature for 4 hours. The reaction mixture was added with water (10 mL) and 1 mol/L hydrochloric acid (10 mL) and stirred at room temperature for 1 hour. The reaction mixture was added with water and extracted with ethyl acetate. The organic layer was washed with water and saturated aqueous sodium hydrogencarbonate solution and saturated brine, followed by drying over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by flash column chromatography (hexane/ethyl acetate=95/5 to 80/20 to 70/30) to obtain 4-formyl-3-methoxymethoxy-N-(1-methyl-1-phenylethyl)benzamide (3.12 g, yield 78%).

المصدر