Preparation of vinyl lactones and corresponding Mannich bases

Details Preparation of vinyl lactones and corresponding Mannich bases Preparation of vinyl lactones and corresponding Mannich bases

1969-06-18

1976-10-05

Rush, Raymond V.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

2602472B, 2602475E, 26029367, 26029388, 26029389, 26032636, 26032642, 2602477R, 2603265D, 2603265J, 260333, 2603458, 2603459, 2603474, 2603478, 260488J, 260594, 2602477T, C07D26108

Patent

active

039844277

ABSTRACT:
Vinyl ketones and Mannich-bases obtained therefrom are useful as intermediates in the total synthesis of steroids having valuable pharmacological properties. These compounds are prepared by the low temperature reaction of a vinyl Grignard e.g., vinyl magnesium chloride with substituted .gamma., .delta. or .epsilon. lactones followed, if desired, by reaction of the vinyl ketone obtained with a primary or secondary amine. Particular compounds prepared by this procedure include 2-(2-substituted aminoethyl)-6-substituted-2-hydroxy-tetrahydropyrans and the tautomers thereof.

REFERENCES:
patent: 3624144 (1971-11-01), Wendler et al.
Houben-Weyl-"Methoden der Organischen Chemie" Vierte Auflage-Sauerstoff Verbingungen I-6/23 p. 826 (1963).

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