Acetaldehyde → 2,3,6-Trimethylpyridine

HRID 267966Notes

Reaction equation

HRID 267966 reaction equation
C=O.C(=O)C.C(=O)CC.N.N1C=CC=C(C)C=1.N1C=C(C)C=C(C)C=1.N1C(C)=CC=CC=1C.[CH2:34]([C:36]1[C:41]([CH3:42])=[CH:40][CH:39]=[C:38]([CH2:43]C)[N:37]=1)C>CC(CC)=O.C(C(CC)=O)C.CC(C)=O.N1C=CC=CC=1>[CH3:34][C:36]1[C:41]([CH3:42])=[CH:40][CH:39]=[C:38]([CH3:43])[N:37]=1

Participants

13

Reactant 8

HCID 177AcetaldehydeHCID 222Ammonia3×HCID 527PropanalHCID 712Formaldehyde2×HCID 79372,6-LutidineHCID 79703-MethylpyridineHCID 115653,5-DimethylpyridineHCID 12317250Pyridine, 2,6-diethyl-3-methyl-

Product 1

HCID 151002,3,6-Trimethylpyridine

Reagents, catalysts & solvents 4

HCID 180AcetoneSolventHCID 1049PyridineSolventHCID 6569Methyl Ethyl KetoneSolventHCID 7288Ethyl ketoneSolvent

Procedure

Such pyridine bases as pyridine, picoline, lutidine, collidine, etc. can be produced in the present invention. For example, when formaldehyde and acetaldehyde are used together with ammonia, pyridine and 3-picoline are obtained. When formaldehyde and propionaldehyde are used together with ammonia, 3,5-lutidine and a small amount of 3-picoline are obtained. When formaldehyde, acetaldehyde and propionaldehyde are used together with ammonia, pyridine, 3-picoline and 3,5-lutidine are obtained. Further, when formaldehyde and acetone are used together with ammonia, 2,6-lutidine is principally obtained. When diethylketone or methylethylketone is used together with ammonia, 2,6-diethyl-3-methylpyridine or 2,3,6-trimethylpyridine is obtained.

Workup

  1. customare obtained
  2. customis principally obtained

Sources & evidence

ORD record
ord-a7edcba52f3744a184e486304a755982
Source dataset
uspto-grants-1976_03
Patent number
US03946020

Reaction notes

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