Ketol rearrangements of 2-hydroxy-2-methylcyclobutanones

WH Urry, JC Duggan, MSH Pai

Index: Urry,W.H. et al. Journal of the American Chemical Society, 1970 , vol. 92, p. 5785 - 5787

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Citation Number: 11

Abstract

CH3- 20 15 12 53 0. 2 0. 9-0. 3 0. 8 (CH3) KH- 11 5 16 68 0.5 0.9 0.2 1.6 CaH dCH 8hC-< 2< 2 24 76 0.7> 1.5> 2.2 dimethylpentanoic acid (mp 43-44) 4 and 2 gave 4-oxo-2, 2- dimethylpentanoic acid (mp 72-74'). Further proliferation of isomers occurs if irradiation is continued after the dione is consumed. For example, photolysis (41 hr with one sunlamp) of a mixture of 60% 1 and 40% 2 (0.01 mol in 30 ml of ether) gave 3, 3-dimethyl-4- ...