1-Chloro-4-nitrobenzene → 2-(4-Aminophenoxy)ethanol

HRID 128622

Reaction equation

HRID 128622 reaction equation
[N+:1]([C:4]1[CH:13]=[CH:12][C:7]([O:8][CH2:9][CH2:10][OH:11])=[CH:6][CH:5]=1)([O-])=O.ClC1C=CC([N+]([O-])=O)=CC=1.C(=O)([O-])[O-].[Na+].[Na+]>C(O)CO>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([O:8][CH2:9][CH2:10][OH:11])=[CH:12][CH:13]=1

Participants

5

Reactant 3

HCID 74741-Chloro-4-nitrobenzeneHCID 10340Sodium CarbonateHCID 853812-(4-Nitrophenoxy)ethanol

Product 1

HCID 808922-(4-Aminophenoxy)ethanol

Reagents, catalysts & solvents 1

HCID 174Ethylene GlycolSolvent

Procedure

2-(4-Aminophenoxy)ethanol was prepared, using the method described in Example C3, by the reduction of 2-(4-nitrophenoxy)ethanol which was prepared by heating a mixture of 4-chloronitrobenzene, ethylene glycol and sodium carbonate in a sealed vessel (Beil. 6, II, 222).

Workup

  1. customwas prepared
  2. temperatureby heating

Sources & evidence

ORD record
ord-15c442ca4f6c4400b134ad4f89e482c3
Source dataset
uspto-grants-1995_11
Patent number
US05464781

Linked notes

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