1-Eicosanol → HCID 85755248, compound

HRID 583018Notes

Reaction equation

HRID 583018 reaction equation
[CH2:1]([OH:21])[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][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20].[N+:22]([C:25]1[CH:30]=[CH:29][C:28]([N:31]=[C:32]=[O:33])=[CH:27][CH:26]=1)([O-:24])=[O:23]>C1(C)C=CC=CC=1>[N+:22]([C:25]1[CH:26]=[CH:27][C:28]([NH:31][C:32](=[O:33])[O:21][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][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[CH:29][CH:30]=1)([O-:24])=[O:23]

Participants

4

Reactant 2

HCID 124041-EicosanolHCID 66012Benzene, 1-isocyanato-4-nitro-

Product 1

HCID 85755248HCID 85755248, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In a three necked flask equipped with a dropping funnel, a thermometer and a reflux condenser, n-eicosanol (182 g) was dissolved in toluene (1250 ml) in a nitrogen atmosphere. To the solution, p-nitrophenyl isocyanate (100 g) was gradually added, and the mixture was stirred at room temperature for 10 minutes and then heat-refluxed for 30 minutes. When the reaction liquid was cooled to room temperature, crystals precipitated. The crystals were collected by filtering and washed with toluene. n-eicosyl p-nitrophenylcarbamate (270 g) was obtained at a yield of 96%.

Workup

  1. customIn a three necked flask equipped with a dropping funnel
  2. temperatureheat-refluxed for 30 minutes
  3. customWhen the reaction liquid
  4. temperaturewas cooled to room temperature
  5. customcrystals precipitated
  6. customThe crystals were collected
  7. filtrationby filtering
  8. washwashed with toluene

Sources & evidence

ORD record
ord-dbb98720a0544099b082f98b597b78fb
Source dataset
uspto-grants-1999_07
Patent number
US05928988

Reaction notes

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