Methyl Acrylate → HCID 67071461, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (±)-6-bromo-4-oxo-spiro(chromane-2,3′-piperidine)-1′-carboxylic acid tert-butyl ester (6.0 g, 15.19 mmol), Pd(OAc)2 (68.1 mg, 0.304 mmol), P(o-tol)3 (184.7 mg, 0.608 mmol), TEA (6.33 ml, 45.6 mmol), methyl acrylate (4.10 ml, 45.57 mmol) in dry DMF (15 ml) was heated under N2 atmosphere to 100° C. for 3 h. After cooling down to RT, the solution was filtered on a celite pad and washed 3 times with EtOAc (100 ml). The filtrate was washed with water and brine. The organic phase was dried over Na2SO4 and evaporated under vacuum. The crude residue was purified by column chromatography (eluent: petroleum ether/EtOAc 8:2 to 7:3) to give (±)-(E)-3-[1′-tert-butoxycarbonyl-4-oxo-spiro(chromane-2,3′-piperidine)-6-yl]-acrylic acid methyl ester (6.0 g) as a yellow solid.

Provenance & Evidence