1. Scalable Synthesis of 6,6-Dimethylbicyclo[3.1.0]hexan-3-one
- Author
-
Steven M. Mennen, Harikrishna Muppalla, Athimoolam Arunachalampillai, Krishna Sheena, and Deborah Choquette
- Subjects
Silver salts ,Chromium ,law ,Chemistry ,Scientific method ,Organic Chemistry ,Scalability ,Technical grade ,Organic chemistry ,chemistry.chemical_element ,Crystallization ,Distillation ,law.invention - Abstract
A simple five-step process for the conversion of technical grade (+)-3-carene into 6,6-dimethylbicyclo[3.1.0]hexan-3-one was developed. A robust process was required that delivered the 6,6-dimethylbicyclo[3.1.0]hexan-3-one, minimized chromatography, reduced the excess of silver salts, and avoided toxic chromium oxidants. A simple and scalable process that relies on crystallization and distillation was developed and demonstrated to produce hundreds of grams of 6,6-dimethylbicyclo[3.1.0]hexan-3-one.
- Published
- 2017