Diisopropylamine → HCID 14857308, compound

Participants

Reaction Steps

6.7 ml of a 15% solution of butyllithium in hexane are added to a solution of 1.4 ml of diisopropylamine in 10 ml of THF while stirring and passing in N2 at 0°. A solution of 1.85 g of N-benzyl-2-pyridone in 10 ml of THF at 0° is then added dropwise. After stirring for 0.5 hours, a solution of 2 g of 2,2-dimethyl-3,4-epoxy-6-cyanochroman in 10 ml of THF is added dropwise at 0°, the mixture is boiled for 2 hours and excess butyllithium is decomposed by adding methanol dropwise. Customary working up gives 2,2-dimethyl-4-(1-benzyl-1,2-dihydro-2-oxo-3-pyridyl)-6-cyano-3-chromanol, m.p. 120°-122°.

Provenance & Evidence