Hydrochloric Acid → 3-Cyclopropyl-3-Oxopropionic Acid Methyl Ester

Temperature

25 °C

To the solution of dimethyl carbonate (361 g) in toluene (1250 ml) added cyclopropyl methyl ketone (125 g) and stirred for 15 min at 25° C. Cooled the reaction mixture to 10° C., added potassium tert.butoxide (100 g) to it under nitrogen atmosphere. Heated the reaction mixture to 75° C. and stirred for 14 hrs. Cooled the reaction mixture to 25° C. and slowly poured it into chilled water (750 ml). Cooled the reaction mixture to 0° C. and adjusted the pH to 2.5 by using 50% HCl solution. Raised the temperature to 25° C. and stirred for 45 minutes. Separated the both organic and aqueous layers. Extracted the aqueous layer with toluene (500 ml). Washed the organic layer with water (500 ml). Distilled off the toluene completely from organic layer under reduced pressure to get the title compound.

1. temperatureCooled the reaction mixture to 10° C.
2. temperatureHeated the reaction mixture to 75° C.
3. stirringstirred for 14 hrs
4. temperatureCooled the reaction mixture to 25° C.
5. additionslowly poured it
6. temperatureCooled the reaction mixture to 0° C.
7. temperatureRaised the temperature to 25° C.
8. stirringstirred for 45 minutes
9. customSeparated the both organic and aqueous layers
10. extractionExtracted the aqueous layer with toluene (500 ml)
11. washWashed the organic layer with water (500 ml)
12. distillationDistilled off the toluene completely from organic layer under reduced pressure

ORD record

ord-3c5a78218d8b456baddc6bac644d8433

Source dataset

uspto-grants-2013_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08487105B2