4-Methoxybenzaldehyde → HCID 21506749, compound

HRID 1287849Notes

Reaction equation

HRID 1287849 reaction equation
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([CH:7]=[O:8])=[CH:5][CH:4]=1.C[C:12]1[N:17]=[C:16]([C:18](O)=O)[CH:15]=[CH:14][CH:13]=1>>[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([CH:7]([C:12]2[CH:13]=[CH:14][CH:15]=[C:16]([CH3:18])[N:17]=2)[OH:8])=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 312444-MethoxybenzaldehydeHCID 702826-Methylpyridine-2-carboxylic acid

Product 1

HCID 21506749HCID 21506749, compound

Procedure

To a boiling solution of 50 g of 4-methoxybenzaldehyde in 50 ml of p-cymeme is added 11.2 g of 6-methylpicolinic acid. After heating for 3 hours, the reaction is cooled and extracted with 2N HCl. The acidic extracts are washed with ether, made basic with ammonia and extracted with ether. Concentration of the dried ether extracts gives 4-methoxyphenyl-(6-methyl-2-pyridyl)carbinol.

Workup

  1. temperatureAfter heating for 3 hours
  2. temperaturethe reaction is cooled
  3. extractionextracted with 2N HCl
  4. washThe acidic extracts are washed with ether
  5. extractionextracted with ether

Sources & evidence

ORD record
ord-482d2835f9d641099ceda36c4d8288f7
Source dataset
uspto-grants-1976_10
Patent number
US03985887

Reaction notes

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