Hydrochloric Acid → HCID 86731380, compound

Participants

Reaction Steps

A mixture of cyclopropylmethyl 4-(cyclopropylmethoxy)-2,6-dimethylbenzoate (1.35 g), THF (15 mL), methanol (15 mL) and 1M sodium hydroxide (15 mL) was stirred at room temperature for 2 hr, and then at 70° C. for 2 hr. To the reaction mixture was added 4M lithium hydroxide (10 mL), and the obtained mixture was stirred overnight at 70° C., and then at 100° C. for 2 hr. To the reaction mixture was added 2-ethoxyethanol (10 mL), and the obtained mixture was stirred at 120° C. for 2 days. The reaction mixture was cooled to 0° C., and acidified with 6M hydrochloric acid, and the mixture was extracted with ethyl acetate. The combined organic layer were washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (960 mg).

Provenance & Evidence