Hydrochloric Acid → HCID 54124948, compound

Participants

Reaction Conditions

Reaction Steps

Sodium hydride, 60% in mineral oil (8.3 g, 200 mmol) was washed with 2 portions of hexane and then dried under an N2 flow. This was suspended in dimethylformamide and ethyl 2-cyclohexanonecarboxylate (34.1 g, 200 mmol) was added slowly under N2 (note the foaming and exotherm), with cooling with a 25° C. water bath. After complete addition, the mixture was stirred at 25° C. for ~1 hour and the treagents added. The stirring mixture was heated to 50° C. for 18 hours (overnight). The reaction was then cooled to room temperature. The entire mixture was poured into water, neutralized with dilute HCl and extracted with two portions of 1:1 ether-hexane The combined organics were then washed with two portions of water followed by saturated brine, then dried over MgSO4, filtered and stripped giving 41.8 g of an impure mixture of products. Purification of the product by chromatography (silica gel,: 5% methyl t-butyl ether/90% hexane) gave 28.4 g of the title compound.

Provenance & Evidence