Ethanol → HCID 14491948, compound

To a stirring mixture of methyloctyl diethylmalonate (6.8 g, 25 mmol) in water (50 mL) and ethanol (50 mL) was added KOH pellets (15.0 g, 250 mmol). The cloudy mixture was then refluxed overnight where it became clear. The solvent was concentrated in vacuo to a white solid. The solid was dissolved in water and extracted with ether (2×). The water layer was then acidified with concentrated HCl and a solid precipitated out of solution. The white solid was filtered and the resulting mother liquor was extracted with ether in order to isolate any additional product. The combined organic layers were concentrated in vacuo and the resulting white solid was added to the filtered solid and dried in a vacuum oven. This afforded 4.3 g of pure product (75%).

1. temperatureThe cloudy mixture was then refluxed overnight where it
2. concentrationThe solvent was concentrated in vacuo to a white solid
3. dissolutionThe solid was dissolved in water
4. extractionextracted with ether (2×)
5. customa solid precipitated out of solution
6. filtrationThe white solid was filtered
7. extractionthe resulting mother liquor was extracted with ether in order
8. customto isolate any additional product
9. concentrationThe combined organic layers were concentrated in vacuo
10. additionthe resulting white solid was added to the filtered solid
11. customdried in a vacuum oven

ORD record

ord-767de4490ebe4068859858d3cf9d598c

Source dataset

uspto-grants-2001_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06297400B1