Water → HCID 68281550, compound

Participants

Reaction Conditions

Reaction Steps

1.6 M n-butyllithium solution in hexane (9.3 ml; 14.9 mmol; 1.1 eq) is added dropwise to a solution of compound (12) (5 g; 13.5 mmol; 1.0 eq) in 130 ml of anhydrous THF cooled to −78° C. The solution is stirred for 1 hour at −78° C. and then 2-formylpyridine (4.5 ml; 47.3 mmol; 3.5 eq) is added dropwise. The solution is stirred for 3 hours at −78° C., then for 15 hours at room temperature, and then 800 ml of water is added. The precipitate obtained is filtered using a Buchner funnel, dried under vacuum and then purified by chromatography on silica gel (eluent: cyclohexane/ethyl acetate: 7:3) to lead to compound (13) (3.65 g; 70%) obtained as a beige solid.

Provenance & Evidence