Hydrochloric Acid → HCID 19435760, compound

HRID 1736044Notes

Reaction equation

HRID 1736044 reaction equation
C1(C[O:8][C:9]2[CH:14]=[CH:13][C:12]([CH:15]([NH2:23])[CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[CH:11][CH:10]=2)C=CC=CC=1.[H][H].[ClH:26]>CO.[Pd]>[ClH:26].[OH:8][C:9]1[CH:10]=[CH:11][C:12]([CH:15]([NH2:23])[CH2:16][C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)=[CH:13][CH:14]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 15115288HCID 15115288, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 19435760HCID 19435760, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 1-[4-(phenylmethoxy)phenyl]-2-phenylethylamine (4.5 g, 0.013 mol) in methanol (200 mL) and 1N hydrochloric acid (50 mL) was added 5% palladium on carbon (0.8 g). The mixture was shaken on a Parr apparatus under a pressure of 35-40 psi of hydrogen for 3 h. The catalyst was removed by filtration, and the filtrate concentrated under vacuum to give a white solid. This solid was recrystallized from 2-propanol (75 mL) and ether (50 mL) and vacuum dried at 80° C. for 48 h to give 2.31 g of 1-(4-hydroxyphenyl)-2-phenylethylamine hydrochloride; mp 203°-204° C.

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate concentrated under vacuum
  3. customto give a white solid
  4. customThis solid was recrystallized from 2-propanol (75 mL) and ether (50 mL) and vacuum
  5. customdried at 80° C. for 48 h

Sources & evidence

ORD record
ord-7ef4d0af0e9e4564b4e2f3a32c15d4d8
Source dataset
uspto-grants-1996_07
Patent number
US05539120

Reaction notes

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