Hydrochloric Acid → HCID 86746931, compound

Participants

Reaction Steps

A suspension of 3.0 g (10 mmol) GMF oxime (formula 9, product of Example 9) and 1.0 g freshly-melted sodium acetate in 10 ml acetic anhydride was stirred for 30 min at room temperature. The now clear solution was then made slightly acid with mineral acid by addition of hydrochloric acid (4 ml 4N HCl, 1.3 mole equiv. based on the sodium acetate used) and heated for a short time (5-8 min) to 60° C. Stirring into ice water, extraction with dichloromethane and evaporation of the combined extracts gave 3.5 g (78%) of the nitrile of formula (14) as a chromatographically homogenous syrup with Rf =0.31 (TCL in toluene/acetone, 4:1) and [α]D20 =+135° (c=0.7, chloroform).

Provenance & Evidence