Sodium Iodide → HCID 20267178, compound

Participants

Reaction Steps

A mixture of 25.5 g of the p-toluenesulfonate ester of 2-hydroxymethyl-1-methyl-1,2,3,4-tetrahydronaphthalene, 2.25 g of sodium iodide and 7.5 g of sodium cyanide in 150 ml of dimethylformamide was stirred for about 20 hours at room temperature. The reaction mixture was poured into ice and extracted with ether. The extracts were dried over anhydrous magnesium sulfate and concentrated to a brown oil (15.2 g). The latter was treated with pentane to afford 12.5 g of 1,2,3,4-tetrahydro-1-methyl-2-naphthaleneacetonitrile as a colorless solid which melted at room temperature.

Provenance & Evidence