3-Aminophenol → HCID 18504430, compound

HRID 2395199Notes

Reaction equation

HRID 2395199 reaction equation
[C:1](Cl)(=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][C:6](Cl)=[O:7].[NH2:11][C:12]1[CH:13]=[C:14]([OH:18])[CH:15]=[CH:16][CH:17]=1>C1COCC1>[OH:18][C:14]1[CH:13]=[C:12]([NH:11][C:1](=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][C:6]([NH:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([OH:18])[CH:13]=2)=[O:7])[CH:17]=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 115683-AminophenolHCID 61034Adipoyl chloride

Product 1

HCID 18504430HCID 18504430, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of adipoyl chloride (5.5 g, 0.03 mole) in dry THF, (50 mL) is added dropwise to a magnetically stirred solution of 3-aminophenol (13.0 g, 0.12 mole) in 150 mL of THF. A precipitate forms after 10-15 minutes and is collected by filtration and then washed with water and then with a mixture of water and tetrahydrofuran and recrystallized from an ethanol/water mixture. Analysis of the resulting 8.86 g of white solid indicates it to have the following structure: ##STR6##

Workup

  1. filtrationis collected by filtration
  2. washwashed with water
  3. additionwith a mixture of water and tetrahydrofuran
  4. customrecrystallized from an ethanol/water mixture

Sources & evidence

ORD record
ord-236258ef31ae404c8743cee1ad4f2d07
Source dataset
uspto-grants-1998_09
Patent number
US05814373

Reaction notes

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