Hydrochloric Acid → HCID 67712138, compound

HRID 1451790Notes

Reaction equation

HRID 1451790 reaction equation
[C:1]1([CH2:7][C:8]([NH2:24])([C:10]2[CH:15]=[CH:14][C:13]([O:16]CC3C=CC=CC=3)=[CH:12][CH:11]=2)[CH3:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[ClH:25]>CO.O1CCCC1.[Pd]>[ClH:25].[C:1]1([CH2:7][C:8]([NH2:24])([C:10]2[CH:11]=[CH:12][C:13]([OH:16])=[CH:14][CH:15]=2)[CH3:9])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 15115292HCID 15115292, compound

Product 1

HCID 67712138HCID 67712138, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 1-phenyl-2-[4-(phenylmethoxy) phenyl)-2-propylamine (3.50 g, 0.011 mol) in methanol (100 mL), tetrahydrofuran (50 mL) and 1N hydrochloric acid (20 mL) was added 5% palladium on carbon (0.8 g) and the mixture was shaken on a Parr apparatus at approximately 40 psi for 6 h. The catalyst was removed by filtration and the solvent removed under vacuum. Crystallization from 2-propanol and ether and vacuum drying at 80° C. for 48 h provided 1.3 g of 1-phenyl-2-(4-hydroxyphenyl)-2-propylamine hydrochloride; mp 160°-161° C.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solvent removed under vacuum
  3. customCrystallization from 2-propanol and ether and vacuum
  4. customdrying at 80° C. for 48 h

Sources & evidence

ORD record
ord-e386b5c1853d4b53b51d906bee81b725
Source dataset
uspto-grants-1997_02
Patent number
US05605916

Reaction notes

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