2-(Benzyloxy)-5-(methoxymethoxy)pyridine → HCID 178498305, compound

HRID 1471725Notes

Reaction equation

HRID 1471725 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][O:17][CH3:18])=[CH:11][N:10]=1)C1C=CC=CC=1>CCO.[Pd]>[CH3:18][O:17][CH2:16][O:15][C:12]1[CH:13]=[CH:14][C:9]([OH:8])=[N:10][CH:11]=1

Participants

4

Reactant 1

HCID 672176842-(Benzyloxy)-5-(methoxymethoxy)pyridine

Product 1

HCID 178498305HCID 178498305, compoundYield 0.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To 2-(benzyloxy)-5-(methoxymethoxy)pyridine (1.8 g, 8.71 mol) in EtOH was added Pd/C (1.0 g). The mixture was charged with H2 (15 psi), stirred at rt for 45 min, filtered, and concentrated to give 5-(methoxymethoxy)pyridin-2-ol (1.35 g, quantitative yield) as a pale yellow solid. LRMS (M+H+) m/z 156.1

Workup

  1. additionThe mixture was charged with H2 (15 psi)
  2. filtrationfiltered
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-cc7ab61bd8ca4d61808166c7062ba31d
Source dataset
uspto-grants-2015_04
Patent number
US09012450B2

Reaction notes

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