Potassium Hydroxide → 2,4-Dimethyl-2-pentenoic acid

A mixture of 2,4-dimethylpent-2-enoic acid ethyl ester (116 g, 742 mmol) and KOH 85% (147 g, 2.23 mol) in water/EtOH (1:1, 2.0 L) was refluxed for 1 d. The EtOH was stripped off on a rotary evaporator, and the remaining mixture was washed with Et2O. The combined ethereal washings were extracted with 2 N aq. NaOH (100 ml), and all aqueous solutions were combined. Under cooling with an ice/water bath, conc. aq. H3PO4 (200 ml) was added to adjust the combined aqueous solutions to pH 3, and the product was extracted with Et2O (200 ml). The ethereal solution was washed with water (200 ml) and brine (25 ml). After drying (Na2SO4), the solvent was evaporated in a rotary evaporator to furnish 94.2 g (99%) of 2,4-dimethyl-pent-2-enoic acid.

1. temperaturewas refluxed for 1 d
2. customThe EtOH was stripped off on a rotary evaporator
3. washthe remaining mixture was washed with Et2O
4. extractionThe combined ethereal washings were extracted with 2 N aq. NaOH (100 ml)
5. temperatureUnder cooling with an ice/water bath
6. additionconc. aq. H3PO4 (200 ml) was added
7. extractionthe product was extracted with Et2O (200 ml)
8. washThe ethereal solution was washed with water (200 ml) and brine (25 ml)
9. dry with materialAfter drying (Na2SO4)
10. customthe solvent was evaporated in a rotary evaporator

ORD-Eintrag

ord-6183c56674f24413b2a0965a56c63971

Quelldatensatz

uspto-grants-2008_06

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07384906B2