Acetonitrile → HCID 56612709, compound

Participants

Reaction Steps

To a mixture of intermediate E (1.8 g, 9 mmole), sodium acetate (7.5 g, 91 mmole), acetonitrile (134 ml) and water (29 ml), silver dipicolinate complex (19.2 g, 44 mmole, prepared by the method described by K. Kloc et al in Chem. Lett., 725. 1980) was added slowly with vigorous stirring over 30 minutes at room temperature. The mixture was stirred over 30 minutes longer, water (150 ml) was added, and the silver salts were filtered off and washed with chloroform. The filtrate was extracted several times with chloroform. The combined extracts were dried, concentrated to a small volume and chromatographed (silica, dichloromethane:ethyl acetate, 95:5). There was obtained 900 mg of ETA I, mp 71°-72° C. Calculated elemental analysis for C9H10O3 is C, 65.1, H, 6.1, and 0, 28.9. Elemental analysis found was C, 64.9, H, 5.9, and 0, 28.7.

Provenance & Evidence