Dimethyl isoamylmalonate → (3-Methylbutyl)propanedioic acid

Dimethyl isoamylmalonate (71.7 g) was added to a 50% aqueous solution of sodium hydroxide (60 ml), and the mixture was heated under reflux for 6 h. After cooling, the mixture was extracted with ether; the water layer was acidified with hydrochloric acid and, after saturation with sodium chloride, was extracted with ether. The extracts from the acidic aqueous layer were concentrated under reduced pressure to give isoamylmalonic acid. The obtained dicaboxylic acid was heated at 180° C. for 2 h. After distillation under reduced pressure, 5-mehyl-caproic acid was obtained. Yield: 30 g (75%), b.p. 107°-106° C./11 mmHg.

1. temperaturethe mixture was heated
2. temperatureunder reflux for 6 h
3. temperatureAfter cooling
4. extractionthe mixture was extracted with ether
5. extractionafter saturation with sodium chloride, was extracted with ether
6. concentrationThe extracts from the acidic aqueous layer were concentrated under reduced pressure

ORD record

ord-c932ceb67c0a482c9a75fc72ab0fab43

Source dataset

uspto-grants-1999_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05886034