4-Aminophenol → HCID 11036589, compound

HRID 1033597Notes

Reaction equation

HRID 1033597 reaction equation
[C:1]([OH:22])(=O)[CH2:2][CH2:3][CH2:4][C:5]#[C:6][CH2:7][C:8]#[C:9][CH2:10][C:11]#[C:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20].C1N=CN(C(N2C=NC=C2)=O)C=1.[OH:35][C:36]1[CH:42]=[CH:41][C:39]([NH2:40])=[CH:38][CH:37]=1>O>[OH:35][C:36]1[CH:42]=[CH:41][C:39]([NH:40][C:1](=[O:22])[CH2:2][CH2:3][CH2:4][C:5]#[C:6][CH2:7][C:8]#[C:9][CH2:10][C:11]#[C:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[CH:38][CH:37]=1

Participants

5

Reactant 3

HCID 4034-AminophenolHCID 17815,8,11-Eicosatriynoic acidHCID 682631,1'-Carbonyldiimidazole

Product 1

HCID 11036589HCID 11036589, compoundYield 65.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In the same manner as in the above example, the intermediate formed from 1 g of 5,8,11-eicosatriynoic acid and 0.7 g of CDI is treated with 0.727 g of para-hydroxyaniline. The medium is then stirred for 24 hours at room temperature. Water is then added gradually to the mixture until all the product formed precipitates. It is drained and dried and then recrystallized in isopropyl ether. 0.85 g of N-(para-hydroxyphenyl)-5,8,11-eicosatriynamide is obtained in the form of beige-white crystals of melting point 121° C.

Workup

  1. customformed
  2. customprecipitates
  3. customdried
  4. customrecrystallized in isopropyl ether

Sources & evidence

ORD record
ord-cbafbbd41ef149358a43f715fb5c7311
Source dataset
uspto-grants-1994_05
Patent number
US05310959

Reaction notes

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