Methacrolein → 3,6-Dimethylquinoline

HRID 2290604Notes

Reaction equation

HRID 2290604 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][CH:3]=1.O=[CH:10][C:11](=[CH2:13])[CH3:12]>>[CH3:13][C:11]1[CH:10]=[N:1][C:2]2[C:7]([CH:12]=1)=[CH:6][C:5]([CH3:8])=[CH:4][CH:3]=2

Participants

3

Reactant 2

HCID 6562MethacroleinHCID 7813p-Toluidine

Product 1

HCID 5198033,6-DimethylquinolineYield 70%

Procedure

The procedure described in Example 1 was followed, except that 107 g/hour of 4-toluidine and 84 g/hour of methacrolein were employed. The product was distilled off under 5 mbar until the bottom temperature reached 250° C., and 110 g (70% of theory) of 3,6-dimethylquinoline of melting point 50° C. were obtained by crystallization with xylene.

Workup

  1. distillationThe product was distilled off under 5 mbar until the bottom temperature
  2. customreached 250° C.

Sources & evidence

ORD record
ord-b6fe5997edc74e928482e9eb09f17ac9
Source dataset
uspto-grants-1986_10
Patent number
US04617395

Reaction notes

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