m-Chloroperbenzoic acid → 4,4-Difluorocyclohexan-1-ol

0.361 g meta-chloro-perbenzoic acid were added into a solution of 0.262 g 1-(4,4-difluoro-cyclohexyl)-ethanone in 5 ml chloroform. The reaction was stirred at rt for 2 hours when TLC indicated consumption of the 1-(4,4-difluoro-cyclohexyl)-ethanone. The solution was poured into saturated sodium hydrogencarbonate solution and extracted with chloroform (3×50 ml). The combined organic phases were passed through a phase separator concentrated in vacuo. The crude product was resuspended in methanol (5 ml) and 10% aq. potassium carbonate solution. (5 ml) and stirred at rt over a weekend. The solution was diluted with chloroform (25 ml) and sat. sodium hydrogencarbonate solution. The organic phases were separated and the aqueous phase was extracted with methylene chloride (3×25 ml). The combined organic phases were passed through a phase-separator, concentrated in vacuo. Purification was achieved by silica gel column chromatography (solvent: 100%→1:1 petroleum ether/diethylether).

1. customconsumption of the 1-(4,4-difluoro-cyclohexyl)-ethanone
2. additionThe solution was poured into saturated sodium hydrogencarbonate solution
3. extractionextracted with chloroform (3×50 ml)
4. concentrationconcentrated in vacuo
5. stirring(5 ml) and stirred at rt over a weekend
6. additionThe solution was diluted with chloroform (25 ml) and sat. sodium hydrogencarbonate solution
7. customThe organic phases were separated
8. extractionthe aqueous phase was extracted with methylene chloride (3×25 ml)
9. concentrationconcentrated in vacuo
10. customPurification

ORDレコード

ord-fb29d54c051747bf9c94647271ba8dfc

出典データセット

uspto-grants-2014_06

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08754079B2