Potassium Hydroxide → HCID 62395746, compound

Temperature

95 °C

A mixture of methyl 2-(2,3-dichlorophenyl)-2-methylpropanoate (5.50 g, 22.3 mmol) and KOH (6.24 g, 111 mmol) in EtOH/water (5:1, 150 mL) in a 500 mL round bottom flask, was heated at 95° C. for 18 hours. The solution was diluted with diethyl ether (200 mL), and washed with 1N NaOH(aq) (3×75 mL). The aqueous solution was made acidic (pH=2) with concentrated HCl. The mixture was then extracted with EtOAc (3×100 mL), and the combined organic layers were washed with deionized water (100 mL) and with brine (75 mL). The organic layer was then dried over MgSO4, concentrated, and dried in vacuo. The crude product was purified by flash column chromatography (silica, 0-100% DCM in hexane) to give the title compound (4.1338 g). MS m/e=233 (M+H)+.

1. washwashed with 1N NaOH(aq) (3×75 mL)
2. extractionThe mixture was then extracted with EtOAc (3×100 mL)
3. washthe combined organic layers were washed with deionized water (100 mL) and with brine (75 mL)
4. dry with materialThe organic layer was then dried over MgSO4
5. concentrationconcentrated
6. customdried in vacuo
7. customThe crude product was purified by flash column chromatography (silica, 0-100% DCM in hexane)

ORD record

ord-1db1e9f8c1bd429aab88dfbfda8e260b

Source dataset

uspto-grants-2011_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07928139B2