Acetic Acid → 3-Acetylpyridine

HRID 1709735Notes

Reaction equation

HRID 1709735 reaction equation
[C:1]([O:9]C)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[N:4][CH:3]=1.[C:11](O)(=O)C>O>[C:1]([C:2]1[CH:3]=[N:4][CH:5]=[CH:6][CH:7]=1)(=[O:9])[CH3:11]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 7151Methyl Nicotinate

Product 1

HCID 95893-Acetylpyridine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 29 g/h of methyl nicotinate, 76 g/h of acetic acid and 26 g/h of water was evaporated in an evaporator and passed, together with 10 l/h of nitrogen, at 420° C., over 150 ml of a catalyst which contained 2% by weight of sodium oxide, the remainder being anatase. The reaction gases were then cooled and were collected in a receiver. From the discharged two-phase mixture, the organic phase was analyzed by gas chromatography. The conversion of nicotinic ester and of acetic acid was 100% in each case. The selectivity with respect to 3-acetylpyridine was 54%. In addition, pyridine was formed with a selectivity of 41%.

Workup

  1. customwas evaporated in an evaporator
  2. custompassed, together with 10 l/h of nitrogen, at 420° C., over 150 ml of a catalyst which
  3. customThe reaction gases
  4. temperaturewere then cooled
  5. customwere collected in a receiver
  6. customIn addition, pyridine was formed with a selectivity of 41%

Sources & evidence

ORD record
ord-6848b8a3bbf145b9b72eb7545b4891f3
Source dataset
uspto-grants-1990_08
Patent number
US04950763

Reaction notes

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