2-(4-Hydroxyphenyl)-2-methylpropanoic acid → HCID 178454725, compound

2.690 g of 2-(4-hydroxy-phenyl)-2-methyl-propionic acid [29913-51-7] are dissolved in 20 ml of water and 30 ml of 1M NaOH solution. 0.200 g of Raney-Nickel are added and the reaction mixture is hydrogenated at 50 bar and 150° C. for 24 hours. The catalyst is removed by filtration over Hyflo and the filtrate is concentrated by evaporation. The residue is taken up in 200 ml of water and the solution neutralized with 1M HCl to pH 6. The reaction mixture is then extracted with dichloromethane (2×200 ml) and ethyl acetate (2×20 ml) and the combined organic phases are dried over sodium sulphate and concentrated by evaporation to provide the title compounds as a ca. 1:4 mixture of cis/trans-isomers. The white solid is used for the next step without further purification.

1. customThe catalyst is removed by filtration over Hyflo
2. concentrationthe filtrate is concentrated by evaporation
3. extractionThe reaction mixture is then extracted with dichloromethane (2×200 ml) and ethyl acetate (2×20 ml)
4. dry with materialthe combined organic phases are dried over sodium sulphate
5. concentrationconcentrated by evaporation

ORD record

ord-5f0403a75dd84728aa18ab334552533b

Source dataset

uspto-grants-2011_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07868036B2