Reaction #1605781

Reaction equation

para-tolylisocyanate

toluene

2-isopropylcyclohexanol

→

product

Yield 56.8%

p-Tolyl-carbamic acid 2-isopropyl-cyclohexyl ester

Yield 56.8%

Solvents

water

Conditions

Workup

1. 1
   TemperatureThe reaction mixture was heated
2. 2
   Temperatureto reflux for 6 hours
3. 3
   workup.ADDITIONwere added
4. 4
   Temperaturethe mixture was refluxed for one more hour
5. 5
   OtherAfter phase separation the solvent
6. 6
   Otherthe crude product recrystallized from 235 g of n-heptane

Procedure

75.6 g (0.56 mol) of para-tolylisocyanate were placed with 500 ml toluene in a one litre vessel and subsequently 73.4 g (0.51 mol) of 2-isopropylcyclohexanol were added. The reaction mixture was heated to reflux for 6 hours. After cooling to room temperature 50 g of water were added and the mixture was refluxed for one more hour. After phase separation the solvent was stripped off and the crude product recrystallized from 235 g of n-heptane. The product (79.8 g) was obtained in form of off-white crystals in 99.2% purity. This corresponds to a theoretical yield of 56%.

Source