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

HRID 51269Notes

Reaction equation

HRID 51269 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-6b10edf3e7124686b34939f0cde5bae9
Source dataset
uspto-grants-2004_03
Patent number
US06713627B2

Reaction notes

Loading…