Ethyl isobutyrate → HCID 11482859, compound

A solution of lithium diisopropylamine in cyclohexane (0.15 mol, 100 ml) and tetrahydrofuran (150 ml) was cooled to -60° C. and treated with ethyl isobutyrate (18.59 g, 0.16 mole). The solution was stirred for 1 hour then treated with 1,6-dibromohexane (51.23 g, 0.21 mole), hexamethylphosphoramide (45 g) and was stirred at -70° C. for 1 hour. The solution was then warmed to room temperature and the solvent was removed under reduced pressure. The remaining solution was treated with saturated ammonium chloride solution (400 ml) and extracted with ethylacetate (2×200 ml). The ethyl acetate extracts were combined and washed with dilute hydrochloric acid (100 ml), sodium bicarbonate (100 ml) and then dried over magnesium sulphate. The solvent and unreacted starting material were removed by distillation to give the title compound as an oil.

1. stirringwas stirred at -70° C. for 1 hour
2. customthe solvent was removed under reduced pressure
3. additionThe remaining solution was treated with saturated ammonium chloride solution (400 ml)
4. extractionextracted with ethylacetate (2×200 ml)
5. washwashed with dilute hydrochloric acid (100 ml), sodium bicarbonate (100 ml)
6. dry with materialdried over magnesium sulphate
7. customwere removed by distillation

ORD record

ord-27f620af601a479eb5d4f17e59af65cc

Source dataset

uspto-grants-1991_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04997847