Formaldehyde → HCID 54443463, compound

Participants

Reaction Steps

Diethylamine (0.85 ml, 8.80 mmol) was added dropwise to a mixture of 2-(6-tert-butoxycarbonylamino-5-vinyl-pyridin-3-ylmethyl)-malonic acid monoethyl ester (3.05 g, 8.37 mmol) and 37% aq. solution of formaldehyde (0.71 g, 8.80 mmol) in CH2Cl2 (2 ml) at 0° C. The mixture was stirred for 3 h at room temperature and then poured onto ice-water and extracted with dichloromethane. The organic layer was washed with 5% NaHCO3 and dried. Flash chromatography (1% methanol in CH2Cl2) yielded 2-(6-tert-butoxycarbonylamino-5-vinyl-pyridin-3-ylmethyl)- acrylic acid ethyl ester (1.70 g, 61%).

Provenance & Evidence