Triethylamine → HCID 86652132, compound

Participants

Reaction Steps

A glass flask was charged with 10 g (0.028 mol) of 3-hydroxy-1,1-bis(trifluoromethanesulfonyl)butane sodium salt, 16.7 g (0.084 mol) of 1-adamantanecarbonyl chloride, and 50 ml of acetonitrile, followed by stirring. Then, 8.6 g (0.084 mol) of triethylamine was added dropwise. After terminating the dropping, stirring was conducted at 55° C. for 4 hr. Then, the reaction liquid suspended was filtered to remove solid, and the solvent was distilled out of the filtrate by an evaporator. Then, 50 ml of chloroform was added to make a solution, and a 50 ml-water solution of 8.3 g (0.028 mol) of triphenylsulfonium chloride was added dropwise. After terminating the dropping, stirring was continued at room temperature for 1 hr. Then, the organic layer of the reaction liquid was washed three times with 40 ml of water, followed by distilling solvent off with an evaporator. The obtained liquid of a pale brown color was further washed three times with 40 ml of diethyl ether, followed by drying with a vacuum pump, thereby obtaining 9.1 g (yield 50%, purity 95%) of 3-(1-adamantanecarbonyl)oxy-1,1-bis(trifluoromethanesulfonyl)butane triphenylsulfonium salt as a pale brown color liquid.

Provenance & Evidence