Cyclohexyl isocyanate → HCID 54327887, compound

HRID 1448448Notes

Reaction equation

HRID 1448448 reaction equation
[CH:1]1([N:7]=[C:8]=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:10][CH:11]([OH:18])[CH2:12][C:13]([CH3:17])([O:15][OH:16])[CH3:14]>C(N(CC)CC)C.CCOCC>[CH:1]1([NH:7][C:8](=[O:9])[O:18][CH:11]([CH3:10])[CH2:12][C:13]([CH3:17])([O:15][O:16][C:8](=[O:9])[NH:7][CH:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)[CH3:14])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 18502Cyclohexyl isocyanateHCID 157903394-Hydroperoxy-4-methylpentan-2-ol

Product 1

HCID 54327887HCID 54327887, compoundYield 39%

Reagents, catalysts & solvents 2

HCID 8471TriethylamineCatalystHCID 3283Diethyl EtherSolvent

Procedure

A mixture of 18.7 g. (0.15 mole) of cyclohexyl isocyanate, 6.7 g. (0.05 mole) of 1,3-dimethyl-3-hydroperoxybutyl alcohol and 3 drops of triethylamine was stirred for five days at ambient temperature. The reaction vessel was protected with a calcium chloride tube to keep out moisture. Within two days, a solid began to appear, and after the five day stirring period the reaction mixture was stripped in vacuo. The residue was slurried in 100 ml of ether and filtered. The filter cake was washed with an additional 30 ml of ether and air dried. A total of 7.5 grams of a colorless solid was obtained.

Workup

  1. additionA mixture of 18.7 g
  2. customThe reaction vessel was protected with a calcium chloride tube
  3. filtrationfiltered
  4. washThe filter cake was washed with an additional 30 ml of ether and air
  5. customdried

Sources & evidence

ORD record
ord-6ef76dfa65d24b23a464ff8c959be9ef
Source dataset
uspto-grants-1979_12
Patent number
US04180518

Reaction notes

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