Effect of Added Alcohols or Carboxylate on the Preparation of 7,7-Dichlorobicyclo[4.1.0]Heptane

Abstract

The phase transfer base catalyzed generation of dichlorocarbene and its subsequent addition to cyclohexene is markedly influenced by the introduction of an alcohol or carboxylate. Generally an added alcohol will facilitate the reaction while carboxylate ion retards the reaction.

Keywords:

• Dichlorocarbene
• phase transfer catalysis

ACKNOWLEDGMENT

We wish to gratefully acknowledge financial support by the Robert A. Welch Foundation, Departmental grant AR-0019.

Notes

*All yields are an average of two experiments. The yields are calculated by using the average gas chromatographic value for both internal and external standard.