Ammonium Chloride → HCID 69760958, compound

Participants

Reaction Steps

0.7 g of 4-(diethoxy-phosphorylmethyl)-benzoic acid ethyl ester were dissolved in 10 ml of THF and treated at −20° C. with 2.2 ml of a 1 molar solution of lithium bis(trimethylsilyl)amide in hexane. After 15 minutes a solution of 0.46 g of 4,4,7,7-tetramethyl-2-pentyl-2,3,4,5,6,7-hexahydro-1H-indene-2-carbaldehyde in 5 ml of THF was added. The reaction mixture was stirred for 3 hours at room temperature, poured on ice cold, saturated aqueous ammonium chloride solution, extracted with ethyl acetate, the organic phase was dried (Na2SO4) and the solvent evaporated. The yellow, oily residue was purified with flash chromatography (silica gel, hexane/10% ethyl acetate) and gave 0.73 g of (E)-4-[2-(4,4,7,7-tetramethyl-2-pentyl-2,3,4,5,6,7-hexahydro-1H-indene-2-yl)-vinyl]-benzoic acid ethyl ester as colorless oil.

Provenance & Evidence