Ammonium Chloride → HCID 54373384, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 1.0 g (4.5 mmol) 4-bromo-1-methoxy-1,1,2,-trifluoro-2-butene in 15.0 mL tetrahydrofuran at -60° C. in a 50 mL round-bottom flask was added a solution of n-hexylmagnesium bromide (2M, 5.0 mL, 10.0 mmol) in diethyl ether and followed by addition of 100 mg dilithiumcupric tetrachloride. The reaction mixture was stirred for two hours at 0° C. The contents of the flask were poured into a large excess of an aqueous ammonium chloride solution, and the liquid extracted twice with diethyl ether. The ether layers were combined, washed once with brine, then dried over anhydrous magnesium sulfate. Evaporation of solvent gave 1.20 g of 1-methoxy-1,1,2,-trifluoro-2-decene. 1H NMR (CDCl3 300 MHz): 0.85(3H,t), 1.23(10H,bs), 2.12(2H,m), 3.60(3H,s), 5.39(1H,dt,J=8,34Hz). Without further Purification this crude oil was transformed to the ester as follows.

Provenance & Evidence