Phenol → HCID 178465409, compound

Participants

Reaction Steps

TEA (63 ml.) was added to 9.4 g. (0.0211 M.) of 1-benzyloxycarbonylaminoethyl-5-diphenylmethylthiotetrazole and 9.4 g. (0.1 M.) phenol and left standing at room temperature for 31/2 hours. The TFA was then evaporated off at 40° C. (15 mm.). The resulting oily residue was added to 63 ml. of a 5% NaHCO3 solution and 30 ml. of ether and titrated with concentrated NaOH to pH 8.2. The phases were separated and the aqueous water phase was titrated to pH 2 with concentrated hydrochloric acid, extracted twice with 60 ml. ether and the ether was evaporated to give an oil. The oil was azeotroped with ethyl acetate and crystallized by scratching with a glass rod to give 1-benzyloxycarbonylaminoethyl-5-mercaptotetrazole which was washed with 100 ml. "Skellysolve-B". 3.67 g. (62% yield) was collected by filtration.

Provenance & Evidence