Water → HCID 57683627, compound

Participants

Reaction Steps

To 15.0 g (47.1 mmol) of di-tert-butyl 2-hydroxypropane-1,3-diylbis(methylcarbamate) and 11.9 g (75 mmol) of 1-nitro-3,5-difluorobenzene in 100 ml DMF under N2 at 0° C. was added 2.4 g (60 mmol) of NaH in portions. The resultant mixture was stirred at 0° C. for 30 min after which approximately 1 mL of H2O was added slowly. The reaction mixture was diluted with 200 mL EtOAc and 200 mL saturated NH4Cl. The layers were separated and the organic layer was washed with 200 mL of saturated NH4Cl. The organic layer was dried and concentrated. Then the residue was purified by column chromatography over silica gel (EtOAc:Hex=1:6) to give 10.3 g (45%) of di-tert-butyl 2-(3-fluoro-5-nitrophenoxy)propane-1,3-diylbis(methylcarbamate).

Provenance & Evidence