Hydrochloric Acid → HCID 86587357, compound

Participants

Reaction Steps

To a mixture of 3.52 g (9.17 mmole) of [(2S)-7-nitro-6-fluoro-2,3-dihydro-1,4-benzodioxin-2y]methyl 4-methylbenzenesulfonate and 2.5 mL of 4 N isopropanolic HCl in 200 mL of ethyl acetate was added 0.50 g of 10% palladium on carbon and the mixture treated with 50 psi of hydrogen on a Parr apparatus for 15 hours. The catalyst was then removed by filtration through celite and the filtrate concentrated in vacuum to give 3.04 g of the (R)-enantiomer of the title compound as beige solid hydrochloride salt. 1H-NMR (DSMO-d6): doublet 7.8 δ (2 H); doublet 7.5 δ (2 H); doublet 6.8 δ (1 H); doublet 6.55 δ (1 H); multiplet 4.4 δ (1 H); doublet of doublets 4.3 δ (1 H); multiplet 4.2 δ (2 H); multiplet 3.85 δ (1 H); singlet 2.4 δ (3 H).

Provenance & Evidence