tert-Butanol → HCID 66740215, compound

Participants

Reaction Conditions

Reaction Steps

1 g of ethyl 4-(4-trifluoromethanesulfonyloxycyclohex-3-enyl)benzoate is placed in 10 mL of dioxane, which is placed in two microwave tubes. 349 mg of hexacarbonylmolybdenum (1.32 mmol, 0.5 eq.), 59 mg of palladium diacetate (0.26 mmol, 0.1 eq.), 147 mg of DPPF (0.26 mmol, 0.1 eq.), 646 mg of DMAP (5.29 mmol, 2 eq.), 1.06 mL of DIEA (6.08 mmol, 2.3 eq.) and 2.53 mL of tert-butanol (26.43 mmol, 10 eq.), which are placed in two tubes, are successively added. The tubes are sealed and heated by microwave at 120° C. for 10 minutes. The reaction medium is diluted with dichloromethane and washed with aqueous 1N HCl solution. The organic phases are dried over sodium sulfate, filtered and evaporated. The residue is chromatographed on silica gel, eluting with a gradient of ethyl acetate in heptane ranging from 15% to 20%. 0.66 g of ethyl 4-(4-tert-butoxycarbonylcyclohex-3-enyl)-benzoate is obtained.

Provenance & Evidence