Sodium hydride → HCID 22104432, compound

Participants

Reaction Conditions

Reaction Steps

4-Pentylcyclohexylcarbinol (1.5 g, 8.15 mmol) are dissolved in dimethylformamide (40 ml), and sodium hydride (0.3 g, 12.23 mmol) is added at room temperature over a period of about 15 minutes. When the gas evolution is complete, 2-bromo-5-phenyl-1,3,4-thiadiazole (2.95 g, 12.23 mmol) is added to the resultant alkoxide, and the mixture is subsequently stirred at 50° C. for 6 hours, poured onto an ice/water mixture, filtered with suction and extracted. Separation by column chromatography (SiO2, CH2Cl2) gives 1.2 g (43% of theory) of 2-bromo-5-(4-pentylcyclohexylmethoxy)-1,3,4-thiadiazole.

Provenance & Evidence