Cetyl Alcohol → HCID 59749748, compound

HRID 747560Notes

Reaction equation

HRID 747560 reaction equation
[CH2:1]([OH:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].[C:18]1([CH3:27])[CH:23]=[CH:22][C:21]([N:24]=[C:25]=[O:26])=[CH:20][CH:19]=1>C1(C)C=CC=CC=1>[CH3:27][C:18]1[CH:23]=[CH:22][C:21]([NH:24][C:25](=[O:26])[O:17][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 2682Cetyl AlcoholHCID 693254-Methylphenyl isocyanate

Product 1

HCID 59749748HCID 59749748, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

91 g (375 mmol) of 1-hexadecanol were added to a solution of 50 g (375 mmol) of p-tolyl isocyanate in 50 ml of toluene, and the resulting solution was heated under reflux for 8 h. After cooling to room temperature and stirring at this temperature for 12 h, the precipitated solid was filtered off. The colourless solid was washed twice with 10 ml of toluene each time and then dried in vacuo. 80 g (213 mmol, 57%) of the desired carbamate were obtained in the form of a colourless solid with a melting point of 75° C. The melting point agreed with literature data (75-76° C., Microchem J. 1962, 6, 179).

Workup

  1. temperaturethe resulting solution was heated
  2. temperatureunder reflux for 8 h
  3. filtrationthe precipitated solid was filtered off
  4. washThe colourless solid was washed twice with 10 ml of toluene each time
  5. customdried in vacuo

Sources & evidence

ORD record
ord-41bedcfe427f4bda900d99fa67edb2d4
Source dataset
uspto-grants-2008_07
Patent number
US07396952B2

Reaction notes

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