Potassium Hydroxide → 2-(2-Chlorophenyl)-2-methylpropanoic acid

A solution of ethyl 2-(2-chlorophenyl)-2-methylpropanoate (3.48 g, 15.4 mmol) and KOH (8.61 g, 154 mmol) in EtOH/water (1:1, 200 mL) was heated at 150° C. in a sealed vessel for 2 hours. The solution was concentrated in vacuo, suspended in diethyl ether (200 mL), and extracted with 1N NaOH(aq) (3×100 mL). The aqueous solution was made acidic with concentrated HCl and extracted with EtOAc (3×100 mL). The combined organic layers were washed with brine (100 mL), dried over MgSO4, concentrated, and dried in vacuo to give to give 2-(2-chlorophenyl)-2-methylpropanoic acid (2.578 g). MS m/e=199 (M+H)+.

1. concentrationThe solution was concentrated in vacuo
2. extractionextracted with 1N NaOH(aq) (3×100 mL)
3. extractionextracted with EtOAc (3×100 mL)
4. washThe combined organic layers were washed with brine (100 mL)
5. dry with materialdried over MgSO4
6. concentrationconcentrated
7. customdried in vacuo
8. customto give

ORD record

ord-3d97de47b4d64971a04af57db74f74ae

Source dataset

uspto-grants-2011_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07928139B2