Methanol → HCID 131716568, compound

HRID 1032534Notes

Reaction equation

HRID 1032534 reaction equation
[ClH:1].Cl.C(O[NH:11][C:12]1[CH:17]=[C:16]([CH2:18][CH2:19][N:20]([CH2:24][CH2:25][CH3:26])[CH2:21][CH2:22][CH3:23])[CH:15]=[CH:14][CH:13]=1)C1C=CC=CC=1.C[OH:28]>[Pd]>[ClH:1].[ClH:1].[NH2:11][C:12]1[CH:17]=[C:16]([CH2:18][CH2:19][N:20]([CH2:24][CH2:25][CH3:26])[CH2:21][CH2:22][CH3:23])[CH:15]=[CH:14][C:13]=1[OH:28]

Participants

4

Reactant 2

HCID 887MethanolHCID 131716569HCID 131716569, compound

Product 1

HCID 131716568HCID 131716568, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

1.9 g of 2-(benzyloxy-5-(2-dipropylaminoethyl)aniline, dihydrochloride, is hydrogenated in 30 ml of methanol in the presence of 150 mg of palladium/carbon (10% strength). After removing the catalyst by filtration, the mixture is concentrated and recrystallized from isopropanol, thus obtaining 0.88 g of N-[2-(3-amino-4-hydroxyphenyl)ethyl]-N,N-dipropylamine, dihydrochloride, mp 127°-151° C.

Workup

  1. customAfter removing the catalyst
  2. filtrationby filtration
  3. concentrationthe mixture is concentrated
  4. customrecrystallized from isopropanol

Sources & evidence

ORD record
ord-b733e24d4ec549b0918fb0fe43e1d781
Source dataset
uspto-grants-1990_09
Patent number
US04958026

Reaction notes

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