HCID 18349753, compound → HCID 18349665, compound

HRID 2268244Notes

Reaction equation

HRID 2268244 reaction equation
O.[ClH:2].Cl.C([O:11][C:12]1[CH:29]=[CH:28][C:15]([O:16][CH2:17][CH2:18][NH:19][CH2:20][CH2:21][CH2:22][N:23]2[CH:27]=[CH:26][N:25]=[CH:24]2)=[CH:14][CH:13]=1)C1C=CC=CC=1>[Pd].CO>[ClH:2].[ClH:2].[N:23]1([CH2:22][CH2:21][CH2:20][NH:19][CH2:18][CH2:17][O:16][C:15]2[CH:14]=[CH:13][C:12]([OH:11])=[CH:29][CH:28]=2)[CH:27]=[CH:26][N:25]=[CH:24]1

Participants

4

Reactant 1

HCID 18349753HCID 18349753, compound

Product 1

HCID 18349665HCID 18349665, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

N-[2-(4-Benzyloxyphenoxy)ethyl]-3-(imidazol-1-yl)propylamine dihydrochloride hydrate (4.24 g) was suspended in IMS (200 ml) and methanol (10 ml) and hydrogenated at atmospheric pressure using 10% palladium/charcoal as a catalyst (0.44 g). The mixture was filtered and the filtrate evaporated to give a residue which was triturated with warm ether and filtered to give a solid which was recrystallised from methanol/ether to give 4-{2-[3-(imidazol-1-yl)propylamino]ethoxy}phenol dihydrochloride, m.p. 195-197° C.

Workup

  1. filtrationThe mixture was filtered
  2. customthe filtrate evaporated
  3. customto give a residue which
  4. customwas triturated with warm ether
  5. filtrationfiltered
  6. customto give a solid which
  7. customwas recrystallised from methanol/ether

Sources & evidence

ORD record
ord-b16702e123214f77aa0e8624f353a7a2
Source dataset
uspto-grants-2001_12
Patent number
US06326500B1

Reaction notes

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