HCID 60151763, compound → HCID 60151906, compound

HRID 2404588Notes

Reaction equation

HRID 2404588 reaction equation
[CH3:1][N:2]([CH2:4][CH:5]1[CH:11]2[CH2:12][CH:8]([CH2:9][CH2:10]2)[CH:7]=[C:6]1[C:13]1[CH:14]=[C:15]([OH:19])[CH:16]=[CH:17][CH:18]=1)[CH3:3]>CO.[Pd]>[CH3:3][N:2]([CH2:4][CH:5]1[CH:6]([C:13]2[CH:14]=[C:15]([OH:19])[CH:16]=[CH:17][CH:18]=2)[CH2:7][CH:8]2[CH2:12][CH:11]1[CH2:10][CH2:9]2)[CH3:1]

Participants

4

Reactant 1

HCID 60151763HCID 60151763, compound

Product 1

HCID 60151906HCID 60151906, compoundYield 100.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Conditions

Temperature
25 °C

Procedure

Add Pd/C (80 mg) to a solution of 3-(4-dimethylaminomethyl-bicyclo[3.2.1]oct-2-en-3-yl)-phenol (250 mg, 0.97 mmol) in MeOH (40 mL). Then stir the mixture at 25° C. for 12 hours under 45 PSI of H2. After filtration, Concentrate the solution under vacuum to afford 3-(2-dimethylaminomethyl-bicyclo[3.2.1]oct-3-yl)-phenol as white solid (252 mg, Yield: 100%). MS (m/z): 260 (M+1).

Workup

  1. filtrationAfter filtration
  2. concentrationConcentrate the solution under vacuum

Sources & evidence

ORD record
ord-328f9a1f5e9e4fcba78cf19f93fa7bdf
Source dataset
uspto-grants-2014_08
Patent number
US08802728B2

Reaction notes

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