HCID 178420266, compound → HCID 178516054, compound

HRID 634761Notes

Reaction equation

HRID 634761 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C@H:15]2[CH2:20][CH2:19][C@H:18]([NH:21][CH2:22][CH2:23][CH2:24][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[CH2:17][CH2:16]2)=[CH:11][CH:10]=1)C1C=CC=CC=1>[Pd].CO>[C:25]1([CH2:24][CH2:23][CH2:22][NH:21][C@H:18]2[CH2:17][CH2:16][C@H:15]([C:12]3[CH:11]=[CH:10][C:9]([OH:8])=[CH:14][CH:13]=3)[CH2:20][CH2:19]2)[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1

Participants

4

Reactant 1

HCID 178420266HCID 178420266, compound

Product 1

HCID 178516054HCID 178516054, compoundYield 84%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of trans-[4-(4-benzyloxy-phenyl)-cyclohexyl]-(3-phenyl-propyl)-amine (200 mg, 0.5 mmol), Pd/C 10% (20 mg) and MeOH (20 ml) was hydrogenated at RT for 3 h. Removal of the catalyst and evaporation of the solvent left a residue which after trituration with ether gave trans-4-[4-(3-phenyl-propylamino)-cyclohexyl]-phenol (130 mg, 84%) as a white crystalline material. MS: m/e=310.3 (M+H+).

Workup

  1. customRemoval of the catalyst and evaporation of the solvent
  2. waitleft a residue which after trituration with ether

Sources & evidence

ORD record
ord-ce0d06d9214a462da7dc46f2ede5e1db
Source dataset
uspto-grants-2001_02
Patent number
US06184236B2

Reaction notes

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