New synthesis of. beta.,. gamma.-unsaturated carbonyl compounds

MS Newman, MC Vander Zwan

Index: Newman,M.S.; Zwan,M.C. Journal of Organic Chemistry, 1974 , vol. 39, # 9 p. 1186 - 1189

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Abstract

In a separate experiment, 0.30 g (0.0015 mol) of the initial distillate, 0.60 g of sodium acetate, 0.40 g (0.0036 mol) of semicarbazide HC1, 4 ml of water, and 7 ml of ethanol were combined. After standing for 7 days, 0.11 g (0.00043 mol, 28%) of 3-methyl-2- phenylcycloheptanone (14) was isolated from the mixture as its semicarbazone: mp 210.5- 213"; nmr (CDC13) T 6.74 (d, benzyl hydrogen). This represents a 20% yield based on 17. ...

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