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

HRID 44293

Reaction equation

HRID 44293 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-2b4fbf189855456f819977f42058ce7e
Source dataset
uspto-grants-2013_09
Patent number
US08541412B2

Linked notes

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