Ammonium Chloride → HCID 54373384, compound

Temperature

0 °C

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.

1. extractionthe liquid extracted twice with diethyl ether
2. washwashed once with brine
3. dry with materialdried over anhydrous magnesium sulfate
4. customEvaporation of solvent

ORD record

ord-a81592f23bb94bbdabb7b41b16afa6b8

Source dataset

uspto-grants-1990_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04902835