Hydrochloric Acid → HCID 56978419, compound

Participants

Reaction Steps

A solution of potassium t-butoxide (0.507 g.) in t-butanol (5 ml.) was added gradually to a stirred solution of (A) (1.2 g.) in t-butanol (10 ml.) maintained under an argon atmosphere and with external cooling to 20°-25° C. The resultant mixture was stirred for 15 minutes and then evaporated to give a sticky solid. This solid was dissolved in water. The resultant solution was acidified (1M HCl) to pH2 and extracted with ether. The extracts were shaken with 10% w/v sodium carbonate solution (3×20 ml.). The combined carbonate extracts were acidified (1M HCl) to give (4-keto- 2-o-methoxyphenyl-cyclohex-2-enyl)acetic acid (B) as a solid precipitate (0.806 g.), m.p. 183°-184° C. NMR: 2.2 (7H,m), 3.5 (1H,m), 3.8 (3H,s), 6.05 (1H,d), 7.05 (4H,m) ppm.

Provenance & Evidence