Cyclohexanol → Cyclohexyl vinylcarbamate

HRID 1462886Notes

Reaction equation

HRID 1462886 reaction equation
[CH:1]([N:3]=[C:4]=[O:5])=[CH2:2].[CH:6]1([OH:12])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1>C(OCC)(=O)C>[CH:1]([NH:3][C:4](=[O:5])[O:12][CH:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1)=[CH2:2]

Participants

4

Reactant 2

HCID 7966CyclohexanolHCID 77094Vinyl isocyanate

Product 1

HCID 85174Cyclohexyl vinylcarbamate

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Conditions

Temperature
40 °C

Procedure

69 parts of vinyl isocyanate and 89.5 parts of ethyl acetate are introduced into a reaction vessel and heated to 40° C. A mixture of 110 parts of cyclohexanol and 89.5 parts of ethyl acetate (containing 0.02% of dibutyl-tin dilaurate as catalyst) is added in the course of 1 hour. The mixture is then allowed to react for 2 hours at 40° C. A pale yellow solution is obtained, from which the reaction product crystallises out on cooling. Blocked isocyanate content: 11.7%.

Workup

  1. additionis added in the course of 1 hour
  2. customto react for 2 hours at 40° C
  3. customA pale yellow solution is obtained, from which the reaction product
  4. customcrystallises out
  5. temperatureon cooling

Sources & evidence

ORD record
ord-f1a77747187b44c6bf786e6fc1b4abb0
Source dataset
uspto-grants-1984_07
Patent number
US04461880

Reaction notes

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