Hydrochloric Acid → HCID 57771562, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-acetoxy-spiro[2.6]nonane-5-carboxylic acid methyl ester (1.06 g) obtained in Step 3 in toluene (11 mL) was added 1,8-diazabicyclo[5.4.0]undec-7-ene (3.3 mL), followed by stirring the reaction mixture at 120° C. for 5.5 hours. After ice-cooling the reaction mixture, water (25 mL) and 1N aqueous hydrochloric acid solution (25 mL) were added thereto, followed by extraction with ethyl acetate. The organic layer was washed successively with saturated aqueous sodium bicarbonate solution and saturated brine, dried and concentrated. The residue was purified by column chromatography on silica gel (diethyl ether:hexane (volume ratio)=1:20) to give spiro[2.6]non-4-en-5-yl-methanol (0.32 g).

Provenance & Evidence