Sodium Hydroxide → 2-(Ethoxycarbonyl)-4-methylpentanoic acid

Ethyl 2-(ethoxycarbonyl)-4-(methyl)pentanoate (6 g., 28 mM) was dissolved in ethanol (9 ml.) and 4 N-aqueous sodium hydroxide (7 ml.) was added. The mixture was stirred at ambient temperature for 1 hour and then evaporated. The residue was diluted with water (30 ml.) and the aqueous solution was washed with diethyl ether (3×10 ml.). The combined ethereal washings were backextracted with water (5 ml.). The combined aqueous phases were acidified to pH 3 at 0° C. with citric acid, and the resulting oil was extracted into ethyl acetate (4×20 ml.). The combined extracts were washed with water (2×20 ml.) and dried (MgSO4). The mixture was filtered and the solvent was evaporated to give 2-ethoxycarbonyl-4-methylpentanoic acid as an oil. The structure was confirmed by NMR.

1. customevaporated
2. additionThe residue was diluted with water (30 ml.)
3. washthe aqueous solution was washed with diethyl ether (3×10 ml.)
4. customwere acidified to pH 3 at 0° C. with citric acid
5. extractionthe resulting oil was extracted into ethyl acetate (4×20 ml.)
6. washThe combined extracts were washed with water (2×20 ml.)
7. dry with materialdried (MgSO4)
8. filtrationThe mixture was filtered
9. customthe solvent was evaporated

ORD record

ord-43ef85ce69b44f71a46e264568aa4c2c

Source dataset

uspto-grants-1983_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04421744