4-Methylpyridine → HCID 12006311, compound

HRID 907372Notes

Reaction equation

HRID 907372 reaction equation
[C:1]([C:4]1[CH:11]=[CH:10][C:7]([CH:8]=O)=[CH:6][CH:5]=1)([OH:3])=[O:2].[N:12]1[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=1>C(OC(=O)C)(=O)C>[N:12]1[CH:17]=[CH:16][C:15](/[CH:18]=[CH:8]/[C:7]2[CH:10]=[CH:11][C:4]([C:1]([OH:3])=[O:2])=[CH:5][CH:6]=2)=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 79634-MethylpyridineHCID 120884-Formylbenzoic acid

Product 1

HCID 12006311HCID 12006311, compound

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

4-Carboxybenzaldehyde (2.03 g, 13.3 mmol, Aldrich) and 4-picoline (1.24 g, 13.3 mmol, Aldrich) were placed in a round-bottomed flask, to which a 20 mL of acetic anhydride was added. The reaction mixture was heated to reflux for 24 h. The solid was filtered and the solid was washed with acetic acid then with water before being dried in vacuo, at 50° C. overnight to give the title compound as an off white solid (426 mg, 14%).

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 24 h
  3. filtrationThe solid was filtered
  4. washthe solid was washed with acetic acid
  5. dry with materialwith water before being dried in vacuo, at 50° C. overnight

Sources & evidence

ORD record
ord-de5097a577e94f6f852263debdf83c84
Source dataset
uspto-grants-2011_09
Patent number
US08012967B2

Reaction notes

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