Ethanol → HCID 178518976, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of sodium hydroxide (114 mg, 2.9 mmol) in water (0.5 mL) was added 1-(naphthalen-1-yl)-1H-tetrazole-5-thiol (490 mg, 2.2 mmol) and ethanol (5 mL). The reaction mixture was then cooled to 0° C., propylene oxide (168 mg, 2.9 mmol) added dropwise and the mixture stirred at 0° C. for 30 minutes and then room temperature for 5 hours. The mixture was taken up and washed with ethyl acetate. The aqueous layer was acidified with aqueous HCl solution (1N) and extracted with ethyl acetate. The organic layer was dried over sodium sulfate and concentrated to give pure 1-(naphthalen-1-yl)-1H-tetrazol-5-ol (420 mg, 90%).

Provenance & Evidence