Ethanolamine → 2-[2-(4-Nitro-phenyl)-ethylamino]-ethanol

HRID 1094013Notes

Reaction equation

HRID 1094013 reaction equation
Br[CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][CH:5]=1.[NH2:13][CH2:14][CH2:15][OH:16]>>[N+:10]([C:7]1[CH:8]=[CH:9][C:4]([CH2:3][CH2:2][NH:13][CH2:14][CH2:15][OH:16])=[CH:5][CH:6]=1)([O-:12])=[O:11]

Participants

3

Reactant 2

HCID 700EthanolamineHCID 792664-Nitrophenethyl bromide

Product 1

HCID 227227442-[2-(4-Nitro-phenyl)-ethylamino]-ethanol

Conditions

Temperature
150 °C

Procedure

A mixture of 1-(2-bromo-ethyl)-4-nitro-benzene (86.9 mmoles) and 2-amino-ethanol (869 mmoles) is heated at 150° C. under microwave activation for 10 minutes. The reaction mixture is evaporated to dryness and the residue obtained is purified on silica gel (SiO2; gradient DCM/MeOH) to yield the title product, which is used directly in the next Step.

Workup

  1. customThe reaction mixture is evaporated to dryness
  2. customthe residue obtained
  3. customis purified on silica gel (SiO2; gradient DCM/MeOH)

Sources & evidence

ORD record
ord-5b9007c401d647adb2d9e977eea0ad17
Source dataset
uspto-grants-2012_03
Patent number
US08133889B2

Reaction notes

Loading…