Sodium Bicarbonate → 6-Chloropyridine-3-carbaldehyde

HRID 729061

Reaction equation

HRID 729061 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8](Cl)Cl)=[CH:4][N:3]=1.C(=O)([O-])[OH:12].[Na+]>O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[O:12])=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 5948792-Chloro-5-(dichloromethyl)pyridine

Product 1

HCID 27640536-Chloropyridine-3-carbaldehydeYield 95%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 7.0 g (0.0356 mol) of 2-chloro-5-dichloromethyl-pyridine and 100 ml of water is heated to reflux. The pH is kept between 4 and 7 by adding a saturated sodium hydrogencarbonate solution dropwise. After 2 hours, the mixture is cooled, extracted using ethyl acetate and the solvent is carefully removed from the organic phase by distillation in a water jet vacuum. 4.6 g (95% of theory) of 6-chloro-nicotinaldehyde of melting point 70° C. are obtained.

Workup

  1. temperatureis heated to reflux
  2. temperaturethe mixture is cooled
  3. extractionextracted
  4. customthe solvent is carefully removed from the organic phase by distillation in a water jet vacuum

Sources & evidence

ORD record
ord-d3fbef1486c34bbf8d8645dbacc2c23c
Source dataset
uspto-grants-1991_09
Patent number
US05051513

Linked notes

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