反应详情

A yellow solution of ethyl 6-oxohexanoate (44.80 mmol) in DCM (92 ml) was treated with 2-methylpropane-2-sulfinamide (5.431 g; 44.80 mmol) and with anh. CuSO4 (14.302 g; 89.61 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 orange filtrate was concentrated to dryness under reduced pressure. Purification by FC (DCM/MeOH=25/1) afforded ethyl 6-((tert-butylsulfinyl)imino)hexanoate as a yellow/orange oil. LC-MS (conditions B): tR=0.81 min.; [M+H]+: 262.07 g/mol.

1. filtrationThe resulting heterogeneous mixture was then filtered over a short pad of celite
2. washthe separated solids were further washed with DCM
3. concentrationThe obtained orange filtrate was concentrated to dryness under reduced pressure
4. customPurification by FC (DCM/MeOH=25/1)