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Sodium Hydroxide → 2-Methyl-6-phenylpyridine-3-carboxylic acid

HRID 494183
Notes
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Reaction equation

HRID 494183 reaction equation
[CH3:1][C:2]1[N:12]=[C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:10]=[CH:9][C:3]=1[C:4]([O:6]CC)=[O:5].[OH-].[Na+]>C(O)C>[CH3:1][C:2]1[N:12]=[C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:10]=[CH:9][C:3]=1[C:4]([OH:6])=[O:5]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 5092700Ethyl 2-methyl-6-phenylpyridine-3-carboxylate

Product 1

HCID 8229602-Methyl-6-phenylpyridine-3-carboxylic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl 2-methyl-6-phenylnicotinate (D18) (284 mg, 1.2 mmol) was treated with aq. 2M NaOH in ethanol at reflux giving the title compound as an off white solid (108 mg). MS (AP): MH+ 214, M-H+ 212.

Workup

  1. temperatureat reflux

Sources & evidence

ORD record
ord-004ffcc5f42541bea0055c308d06ccea
Source dataset
uspto-grants-2009_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07538121B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes