HCID 22996263, compound → HCID 22996256, compound

HRID 1167359Notes

Reaction equation

HRID 1167359 reaction equation
[ClH:1].C([NH:9][C:10]([CH3:21])([CH3:20])[CH2:11][CH2:12][C:13]1[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=1)C1C=CC=CC=1.[H][H]>[Pd].CO>[ClH:1].[NH2:9][C:10]([CH3:21])([CH3:20])[CH2:11][CH2:12][C:13]1[CH:14]=[CH:15][C:16]([OH:19])=[CH:17][CH:18]=1

Participants

5

Reactant 2

HCID 22996263HCID 22996263, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22996256HCID 22996256, compoundYield 54%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

4-(3-Benzylamino-3-methylbutyl)phenol hydrochloride (3.84 g, 12.6 mmol) and 10% palladium on carbon (0.8g) were suspended in methanol (95 ml) in a hydrogenation apparatus. The vessel was sealed and shaken for 16 hours at 50° C. and a 60 psi hydrogen atmosphere. The resulting suspension was filtered through Celite and concentrated in vacuo to yield a white solid (1.46 g, 54%). NMR, MS.

Workup

  1. customThe vessel was sealed
  2. filtrationThe resulting suspension was filtered through Celite
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-e40c7dd470f04740879a1cf74ac3d436
Source dataset
uspto-grants-2003_09
Patent number
US06617347B1

Reaction notes

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