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

HRID 386630Notes

Reaction equation

HRID 386630 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-f005dadf008e42358c52d1371bf20faa
Source dataset
uspto-grants-2013_02
Patent number
US08372852B2

Reaction notes

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