tert-Butyldimethylsilyl trifluoromethanesulphonate → HCID 57545200, compound

Participants

Reaction Conditions

Reaction Steps

1.50 g (5.15 mmol) of the hydrate of 2-bromo-6-(2-chloroethoxy)benzofuran-3-one (Example 43A) are concentrated three times with toluene under argon in order to remove water azeotropically. The residue is then dissolved under argon in 25 ml of diethyl ether and cooled to 0° C. 0.79 ml (5.66 mmol) of TEA and 1.30 ml (5.66 mmol) of tert-butyldimethylsilyl trifluoromethanesulfonate are successively slowly added dropwise, and the mixture is stirred at 0° C. for 10 min and at RT for 1 h. The diethyl ether phase is then separated off, the residue is extracted twice with diethyl ether, and the combined diethyl ether phases are concentrated. Column chromatography on silica gel 60 (mobile phase: cyclohexane) results in 2.00 g (96% of theory) of the product.

Provenance & Evidence