Oxalic Acid → HCID 86731698, compound

Participants

Reaction Steps

A mixture of benzyl tert-butyl (3,3-difluoropropane-1,2-diyl)biscarbamate (195 g, 567 mmol) and palladium on carbon (10% w/w, 20 g) in methanol (2000 mL) was stirred at room temperature under a hydrogen atmosphere. After 16 hours, the reaction mixture was filtered and concentrated under reduced pressure. The residue was diluted with DCM (2500 mL) and oxalic acid (2.84 M solution in methanol, 200 mL, 567 mmol). After 2 hours, the mixture was filtered, and the collected solids were washed with DCM (500 mL) and dried in an oven under reduced pressure to afford tert-butyl (3-amino-1,1-difluoropropan-2-yl)carbamate oxalic acid salt. MS ESI calc'd. for C8H17F2N2O2 [M+H]+ 211. found 211. 1H NMR (400 MHz, D2O) δ 6.14-5.86 (m, 1H), 4.25 (d, J=12.8 Hz, 1H), 3.36 (d, J=14 Hz, 1H), 3.11-3.05 (m, 1H), 1.41 (s, 9H).

Provenance & Evidence