Tert-Butanesulfinamide → Ethyl 4-((tert-butylsulfinyl)imino)-2-methylbutanoate

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Reaction Steps

A yellow solution of ethyl 2-methyl-4-oxobutanoate (35.16 mmol) in DCM (72 ml) was treated with 2-methylpropane-2-sulfinamide (4.261 g; 35.16 mmol) and with anh. CuSO4 (11.223 g; 70.32 mmol). The resulting beige heterogeneous mixture was further stirred at rt, under nitrogen, for 24 h. The resulting heterogeneous mixture was then filtered over a short pad of celite, and the separated solids were further washed with DCM. The obtained yellow filtrate was concentrated to dryness under reduced pressure. Purification by FC (DCM/MeOH=25/1) afforded ethyl 4-((tert-butylsulfinyl)imino)-2-methylbutanoate as a yellow oil. LC-MS (conditions B): tR=0.78 min.; [M+H]+: 248.38 g/mol.

Provenance & Evidence