Hexane → HCID 18431832, compound

Participants

Reaction Conditions

Reaction Steps

To a well stirred solution of crude 1b (63.85 g, 201 mmol, 1 eq) in methanol (786 mL) at 0° C. is added a suspension of sodium methoxide (13.27 g, 246 mmol, 1.2 eq) in MeOH (98.3 mL). The reaction is stirred at 0° C. for 1 hour and then is warmed to 25° C. for 1 hour. The reaction is neutralized with acidic ion exchange resin which has been washed thoroughly with MeOH (5×100 mL). The filtrate is concentrated in vacuo to give a syrup which is subjected to flash chromatography on silica gel eluting with 4:1 hexane:ethyl acetate and 2% MeOH in CH2Cl2 to give 1c as a yellow syrup.

Provenance & Evidence