Dimethylformamide → HCID 14155579, compound

Participants

Reaction Conditions

Reaction Steps

2-Benzyl-6-bromo-1,2,3,4-tetrahydronaphthalene (1.5 g, 0.005 mol) was dissolved in 30 ml tetrahydro-furan and cooled to -78° C. under dry N2. Butyl lithium (2.32 ml of 2.14 M in hexane, 0.005 mol) was added and the mixture stirred at -70° C. for 1 hour. Dimethyl-formamide (0.39 ml, 0.005 mol) was then added dropwise and the mixture stirred at -70° C. for 2 hours, allowed to warmed toward room temperature for 0.5 hour, poured slowly into 38 ml of ice cold 1N HCl and extracted 2×50 ml ethyl acetate. The combined organic layers were washed with brine, dried (MgSO4) and stripped in vacuo to yield title product as an oil, 1.26 g; tlc Rf 0.6 (4:1 hexane:ethyl acetate).

Provenance & Evidence