Hydrochloric Acid → Ethyl 3-(phenylethynyl)-1-oxa-8-azaspiro[4.5]dec-3-ene-8-carboxylate

Participants

Reaction Steps

To a solution of Compound 26a (93 mg, 0.282 mmol) stirred in pyridine (4 mL) at 0° C. was added thionyl chloride (0.103 mL, 1.141 mmol) and the reaction mixture was stirred at 0° C. to r.t. for 2 h. Afterwards, it was poured into water, acidified with 1M HCl and extracted with chloroform. The organic layers were combined, washed with brine, dried over sodium sulphate and evaporated to dryness to afford a crude, which was purified by automated flash chromatography (SP1®TM-Biotage; gradient Petroleum Ether-EtOAc from 92:8 to 75:25) to give 18 mg of the title compound.

Provenance & Evidence