Pyridine → HCID 70611773, compound

Participants

Reaction Steps

To a solution of 600 mg (1.1 mmol) of benzhydryl 2-(3-phenoxyacetamido-2-oxoazetidin-1-yl)-3-methyl-4-methoxy-2-butenoate and 0.106 ml pyridine in 10 ml of methylene chloride at 0° was added 252 mg (1.32 mmol) of phosphorous pentachloride. The reaction mixture was stirred for 2 hours while it was allowed to warm to 10°. The solution was then cooled to 0° and 0.2 ml of isobutanol was added. After 1 hour at 0°, 150 ml of ether was slowly added. The supernatant liquid was then decanted from the resulting oily residue, which was itself then thoroughly triturated with ether: nmr (CDCl3) δ 2.08 (s, 3, CH3), 3.12 (s, 3, --OCH3), 4.22 (s, 2, --CH2OCH3), 3.92 (m, 2, C4 --H), 4.82 (m, 1, C3 --H), and 7.2 (b, ArH).

Provenance & Evidence