Ethyl α-acetyl-4-methoxybenzenepropanoate → HCID 20361957, compound

HRID 1415596Notes

Reaction equation

HRID 1415596 reaction equation
C(O[C:4](=[O:18])[CH:5]([CH2:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=1)[C:6]([CH3:8])=O)C.[CH3:19][CH:20]([NH:28][NH2:29])[C:21]1[CH:26]=[CH:25][C:24]([CH3:27])=[CH:23][CH:22]=1>C(O)C>[CH3:8][C:6]1[NH:29][N:28]([CH:20]([CH3:19])[C:21]2[CH:26]=[CH:25][C:24]([CH3:27])=[CH:23][CH:22]=2)[C:4](=[O:18])[C:5]=1[CH2:9][C:10]1[CH:11]=[CH:12][C:13]([O:16][CH3:17])=[CH:14][CH:15]=1

Participants

4

Reactant 2

HCID 12248936Ethyl α-acetyl-4-methoxybenzenepropanoateHCID 12489385HCID 12489385, compound

Product 1

HCID 20361957HCID 20361957, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

31 g of α-(4-methoxybenzyl)-acetoacetic acid ethyl ester were added to a solution of 15 g of α-methyl-4-methylbenzylhydrazine in 30 ml of absolute ethanol in an inert gas atmosphere, during which the temperature of the reaction mixture rose to 60° C. After heating for 2 hours under reflux and standing overnight, the product crystallized out and was recrystallized from a mixture of ethanol and a little dimethylformamide.

Workup

  1. customrose to 60° C
  2. temperatureAfter heating for 2 hours
  3. temperatureunder reflux
  4. customthe product crystallized out
  5. customwas recrystallized from a mixture of ethanol

Sources & evidence

ORD record
ord-6d70fbc5e15b452c8f57382768bada85
Source dataset
uspto-grants-1977_01
Patent number
US04005215

Reaction notes

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