5-(2-Aminoethyl)-2-benzyloxyaniline, hydrochloride → 5-(2-Aminoethyl)-2-hydroxyaniline, Hydrochloride

HRID 1032536Notes

Reaction equation

HRID 1032536 reaction equation
[ClH:1].[NH2:2][CH2:3][CH2:4][C:5]1[CH:6]=[CH:7][C:8]([O:12]CC2C=CC=CC=2)=[C:9]([CH:11]=1)[NH2:10]>CO.[C].[Pd]>[ClH:1].[NH2:2][CH2:3][CH2:4][C:5]1[CH:6]=[CH:7][C:8]([OH:12])=[C:9]([CH:11]=1)[NH2:10]

Participants

4

Reactant 1

HCID 1317165715-(2-Aminoethyl)-2-benzyloxyaniline, hydrochloride

Product 1

HCID 1317165705-(2-Aminoethyl)-2-hydroxyaniline, Hydrochloride

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

In the presence of 100 mg of palladiumcarbon, 2.6 g of 5-(2-aminoethyl)-2-benzyloxyaniline, hydrochloride, is hydrogenated in 20 ml of methanol; after recrystallization from ethanol, 0.52 g of 5-(2-aminoethyl)-2-hydroxyaniline, hydrochloride, is obtained, mp 159°-164° C.

Workup

  1. customafter recrystallization from ethanol, 0.52 g of 5-(2-aminoethyl)-2-hydroxyaniline, hydrochloride
  2. customis obtained

Sources & evidence

ORD record
ord-672bb09c633c4a55a30d99b3f4409103
Source dataset
uspto-grants-1990_09
Patent number
US04958026

Reaction notes

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