Hydrochloric Acid → HCID 14539527, compound

Participants

Reaction Conditions

Reaction Steps

To a finely divided suspension of 1,1-bis(4-fluorophenyl)-2-(1-methyl-1H-tetrazol-5-yl)ethene (1.0 g, 3.3 mmoles) [prepared in Step B] in tetrahydrofuran (10 mL) at -80° C. was added n-butyl lithium (1.54 mL of 2.14 M solution), 3.3 mmoles) with the formation of a dark violet color. After stirring for 40 minutes at -80° C., ethyl formate (0.32 g, 4.3 mmoles) was added and the mixture stirred for 2.5 hours at -80° C. The mixture was hydrolyzed with 1N hydrochloric acid and extracted with methylene chloride. The extracts were dried (MgSO4) and evaporated in vacuo. The residue was triturated with diethyl ether to give 0.77 g of yellow solid, m.p. 128°-131° C. The solid was crystallized from isopropyl acetate-hexane to give 0.55 g of the title compound; m.p.=130°-132° C.

Provenance & Evidence