4-(2,3-Dimethoxybenzoyl)pyridine → (2,3-Dimethoxyphenyl)(piperidin-4-yl)methanol

HRID 2055870Notes

Reaction equation

HRID 2055870 reaction equation
[CH3:1][O:2][C:3]1[C:16]([O:17][CH3:18])=[CH:15][CH:14]=[CH:13][C:4]=1[C:5]([C:7]1[CH:12]=[CH:11][N:10]=[CH:9][CH:8]=1)=[O:6]>CO.[Rh]>[OH:6][CH:5]([CH:7]1[CH2:8][CH2:9][NH:10][CH2:11][CH2:12]1)[C:4]1[CH:13]=[CH:14][CH:15]=[C:16]([O:17][CH3:18])[C:3]=1[O:2][CH3:1]

Participants

4

Reactant 1

HCID 4285494-(2,3-Dimethoxybenzoyl)pyridine

Product 1

HCID 10890362(2,3-Dimethoxyphenyl)(piperidin-4-yl)methanol

Reagents, catalysts & solvents 2

HCID 23948RhodiumCatalystHCID 887MethanolSolvent

Procedure

4-(2,3-Dimethoxybenzoyl)pyridine (12) (10.09 g, 42 mmol) was dissolved in 100 mL of methanol and hydrogenated using a 5% rhodium on carbon catalyst. At the conclusion of the reaction, the catalyst was removed by filtration. The filtrate weighed 113.90 g. The reactor and catalyst cake were washed with methanol. The combined washes weighed 165.26 g.

Workup

  1. customAt the conclusion of the reaction
  2. customthe catalyst was removed by filtration
  3. washThe reactor and catalyst cake were washed with methanol

Sources & evidence

ORD record
ord-986294f31cfa4636a93b98cf3bf53898
Source dataset
uspto-grants-2008_02
Patent number
US07332607B2

Reaction notes

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