反应详情

To a solution of 3-chloro-2-formyl-8-methyl-8-azabicyclo[3.2.1]oct-2-ene oxalate (0.55 g, 2 mmol) in 20 ml methanol powdered potassium carbonate (1.5 g) and tosylmethylisocyanide (0.4 g, 2 mmol) was added. The reaction mixture was stirred at room temperature for 2 h. Upon evaporation in vacuo water (30 ml) was added to the residue and the water solution extracted with methylenechloride (3×20 ml). The combined methylenechloride extracts were dried and evaporated in vacuo. The residue was dissolved in ethanol, and the title compound precipitated with a 1M oxalic acid ether solution. The compound was filtered and dried. M.p. 69°-71° C. decomposes.

1. customUpon evaporation in vacuo water (30 ml)
2. additionwas added to the residue
3. extractionthe water solution extracted with methylenechloride (3×20 ml)
4. dry with materialThe combined methylenechloride extracts were dried
5. customevaporated in vacuo
6. dissolutionThe residue was dissolved in ethanol
7. customthe title compound precipitated with a 1M oxalic acid ether solution
8. filtrationThe compound was filtered
9. customdried