Ethanol → HCID 12565696, compound

The tricarboxylic ester of Example 6 (35 g, 0.1 mol) in EtOH (400 ml) was stirred at room temperature with a solution of KOH (13.2 g of 85%, 0.2 mol) in EtOH (100 ml) for 96 hours. The mixture was evaporated to dryness. The solid foam was broken up, treated with Et2O (200 ml) and filtered. The residue was dissolved in H2O (100 ml), acidified with 5 N HCl to give an oil which was extracted with Et2O. The Et2O was dried (Na2SO4) filtered and evaporated to give an oily solid. The solid was shaken with a mixture of CHCl3 -light petroleum (b.p. 40°-60° C.) (100 ml of 50:50), filtered, the residue washed with the same solvent mixture (100 ml) and the filtrate evaporated to leave an oil which was distilled to give the title product, b.p. 175°-7° C./0.25 mm.

1. customThe mixture was evaporated to dryness
2. additiontreated with Et2O (200 ml)
3. filtrationfiltered
4. dissolutionThe residue was dissolved in H2O (100 ml)
5. customto give an oil which
6. extractionwas extracted with Et2O
7. dry with materialThe Et2O was dried (Na2SO4)
8. filtrationfiltered
9. customevaporated
10. customto give an oily solid
11. filtrationfiltered
12. washthe residue washed with the same solvent mixture (100 ml)
13. customthe filtrate evaporated
14. customto leave an oil which
15. distillationwas distilled

ORD record

ord-817ace154e7448cf9985afefcdd1a24a

Source dataset

uspto-grants-1981_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04281017