Hydrochloric Acid → Diethyl 2-propionyl-3-propylsuccinate

To a solution of ethyl 3-oxopentanoate (7.21 mL; 50 mmol) in dry DMF (25 mL) under nitrogen atmosphere was added potassium carbonate (7.6 g; 55 mmol), which has been dried at 120° C. for 12 h before using. After stirring for 15 min at room temperature, ethyl 2-bromovalerate (8.53 mL; 50 mmol) was slowly added under nitrogen and the mixture was vigorously stirred at room temperature for 24 h. The reaction mixture was poured in water (240 mL) and neutralized by adding a solution of hydrochloric acid 6N. The product was extracted with diethyl ether (2×240 mL) and the combined organic layers were dried over magnesium sulphate, filtered and concentrated under reduced pressure. Purification by distillation under reduced pressure furnished 7.9 g (58%) of the title compound as a colorless liquid (bp. 130-135° C., 4 mbar, temperature of the oil bath 150° C.).

1. customhas been dried at 120° C. for 12 h
2. stirringthe mixture was vigorously stirred at room temperature for 24 h
3. extractionThe product was extracted with diethyl ether (2×240 mL)
4. dry with materialthe combined organic layers were dried over magnesium sulphate
5. filtrationfiltered
6. concentrationconcentrated under reduced pressure
7. customPurification
8. distillationby distillation under reduced pressure

ORD record

ord-6b6bac82249749fc98c46205af0e4202

Source dataset

uspto-grants-2014_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08906906B2