Lithium Hexamethyldisilazide → HCID 58380839, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 1.70 g (5.64 mmol) of 2-methyl-propane-2-sulfinic acid 1-(8-ethyl-1,4-dioxa-spiro[4.5]dec-8-yl)methylideneamide (prepared from 8-ethyl-1,4-dioxa-spiro[4.5]decane-8-carbonitrile using the protocol described for the synthesis of 19) and 982 mg (5.64 mmol) of fluoromethyl-phenyl sulfone in 60 mL of abs. tetrahydrofuran were added at −78° C. 5.92 mL (5.92 mmol) of a 1M solution of lithiumbis(trimethylsilyl)amide in tetrahydrofuran. The mixture was stirred for 1 h at −78° C. before being quenched by addition of saturated aqueous ammonium chloride solution and extracted twice with 100 mL of ethyl acetate. The combined organic layers were dried over magnesium sulphate, filtered, and concentrated in vacuo to give 2.65 g of the crude title compound. Rt=0.91 min (Method P). Detected mass: 476.4 (M+H+)

Provenance & Evidence