Methyl morpholine oxide → HCID 85979398, compound

Participants

Reaction Steps

To a suspension of [4-(4-chloro-benzenesulfonyl)-3-methyl-thiophen-2-yl]-methanol (786 mg, 2.60 mmol), 4-methylmorpholine N-oxide (0.46 g, 3.9 mmol), and powdered 4 Å molecular sieves (1.3 g, activated by brief heating in vacuo) in CH2Cl2 (7 mL) was added tetrapropylammonium perruthenate (46 mg, 0.13 mmol). The resulting mixture was stirred for 1 hour, after which it was filtered through a plug of silica (ca. 25 g) eluting with EtOAc. The eluate was evaporated in vacuo and the product was purified by chromatography on silica gel on a FlashMaster system using as eluent heptane/ethyl acetate (linear gradient elution from 1:0 to 1:1). Fractions containing the product were pooled and evaporated in vacuo to yield the title compound (644 mg, 82%). 1H NMR (CDCl3): 2.60 (s, 3 H), 7.53 (d, J=9.0 Hz, 2 H), 7.87 (d, J=8.5 Hz, 2 H), 8.53 (s, 1 H), 10.01 (s, 1 H).

Provenance & Evidence