2-Bromoethanol → HCID 18316809, compound

HRID 1976762Notes

Reaction equation

HRID 1976762 reaction equation
[CH2:1]([NH:5][C:6]1[CH:7]=[C:8]([OH:12])[CH:9]=[CH:10][CH:11]=1)[CH2:2][CH2:3][CH3:4].Br[CH2:14][CH2:15][OH:16].C([O-])(O)=O.[Na+]>CO>[CH2:1]([N:5]([C:6]1[CH:7]=[C:8]([OH:12])[CH:9]=[CH:10][CH:11]=1)[CH2:14][CH2:15][OH:16])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 108982-BromoethanolHCID 516892Sodium BicarbonateHCID 111266263-(n-butylamino)phenol

Product 1

HCID 18316809HCID 18316809, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

0.1 mol of 3-(n-butylamino)phenol in 100 ml of methanol is heated under reflux for 10 h with 0.11 mol of 2-bromoethanol and 0.1 mol of NaHCO3. After cooling, the reaction mixture is filtered, the solvent removed under reduced pressure and the residue fractionated to give 3-[N-(n-butyl)-N-(2-hydroxyethyl)amino]phenol.

Workup

  1. temperatureAfter cooling
  2. filtrationthe reaction mixture is filtered
  3. customthe solvent removed under reduced pressure

Sources & evidence

ORD record
ord-8221903618a64b1b930234bb44968494
Source dataset
uspto-grants-2001_05
Patent number
US06228977B1

Reaction notes

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