4-Methylbenzaldehyde → HCID 138855, compound

HRID 1283279Notes

Reaction equation

HRID 1283279 reaction equation
[C:1]1([CH3:9])[CH:6]=[CH:5][C:4]([CH:7]=O)=[CH:3][CH:2]=1.[N:10]1[CH:15]=[CH:14][CH:13]=[C:12]([CH3:16])[CH:11]=1.C(OC(=O)C)(=O)C>[OH-].[Na+]>[CH3:9][C:1]1[CH:6]=[CH:5][C:4]([CH:7]=[CH:16][C:12]2[CH:11]=[N:10][CH:15]=[CH:14][CH:13]=2)=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 77254-MethylbenzaldehydeHCID 7918Acetic AnhydrideHCID 79703-Methylpyridine

Product 1

HCID 138855HCID 138855, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

p-Tolualdehyde (12.0 g), 3-picoline (8.6 g) and acetic anhydride (10.2 g) were heated at 160°C for 16 hrs. The reaction mixture was then poured hot into 10% NaOH (60 ml). The solid which crystallised was filtered off and subjected to column chromatography with neutral alumina using chloroform as solvent. Mpt. 166°C.

Workup

  1. customThe solid which crystallised
  2. filtrationwas filtered off
  3. custom166°C.

Sources & evidence

ORD record
ord-b3601bb3afb74cfabdfe5fb491aa0a44
Source dataset
uspto-grants-1976_08
Patent number
US03974282

Reaction notes

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