Sodium Bicarbonate → 4-(Pyridin-4-yl)phenol

HRID 222074Notes

Reaction equation

HRID 222074 reaction equation
COC[O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=2)=[CH:7][CH:6]=1.C([O-])(O)=O.[Na+]>Cl>[N:14]1[CH:15]=[CH:16][C:11]([C:8]2[CH:9]=[CH:10][C:5]([OH:4])=[CH:6][CH:7]=2)=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 577473774-(4-(Methoxymethoxy)phenyl)pyridine

Product 1

HCID 1354101774-(Pyridin-4-yl)phenolYield 78.9%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 4-(4-(methoxymethoxy)phenyl)pyridine (240 mg, 1.11 mmol) in aqueous HCl (1N, 2.8 mL) was stirred at rt overnight. The reaction was neutralized with saturated NaHCO3 and the precipitate was collected by filtration to yield the desired compound as a white solid (150 mg). NMR (MeOH-d4): 8.49 (d, 2H), 7.65 (m, 4H), 6.92 (d, 2H).

Workup

  1. filtrationthe precipitate was collected by filtration

Sources & evidence

ORD record
ord-eb656ed4bbfa423cbac8c109b11c7339
Source dataset
uspto-grants-2012_06
Patent number
US08207178B2

Reaction notes

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