Ammonia → HCID 178444420, compound

Participants

Reaction Conditions

Reaction Steps

1306 ml of liquid ammonia were placed in a sulphonation flask and then a solution of 38.4 g of 4-butyloxy-1-[2-(trans-4-pentylcyclohexyl)ethyl]benzene in 1.1 l of diethyl ether was added dropwise within 40 minutes while cooling. 23.3 g of lithium wire were subsequently added within 35 minutes and the mixture was stirred for 2 hours. 420 ml of ethanol were then added dropwise to the mixture within 70 minutes and the ammonia was allowed to evaporate overnight under nitrogen. The mixture was cooled to 10° C. and 1.5 l of water were then added dropwise within 35 minutes in such a manner that the temperature did not rise above 10° C. The mixture was extracted three times with 0.5 l of diethyl ether each time. The organic phases were washed twice with 0.5 l of water each time, dried over potassium carbonate, filtered and concentrated, there being obtained 39.0 g of 4-butyloxy-1-[2-(trans-4-pentylcyclohexyl)ethyl]-1,4-cyclohexadiene as a colourless crystallizing oil.

Provenance & Evidence