Ethyl Acetoacetate → 3-Acetyl-7-methoxycoumarin
Reaction equation
[OH:1][C:2]1[CH:9]=[C:8]([O:10][CH3:11])[CH:7]=[CH:6][C:3]=1[CH:4]=O.[C:12](OCC)(=[O:17])[CH2:13][C:14]([CH3:16])=[O:15]>N1CCCCC1>[C:14]([C:13]1[C:12](=[O:17])[O:1][C:2]2[C:3]([CH:4]=1)=[CH:6][CH:7]=[C:8]([O:10][CH3:11])[CH:9]=2)(=[O:15])[CH3:16]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 15.2 g 2-hydroxy-4-methoxybenzaldehyde and 13.5 g ethyl acetoacetate was warmed on a hot plate until solution was attained. Thirty drops of piperidine were added and the reaction mixture continued to be heated gently. After several minutes the reaction mixture solidified. After cooling, the product was recrystallized from a mixture of alcohol and acetonitrile. Yield 20 g.
Workup
- temperaturewas warmed on a hot plate until solution
- temperatureto be heated gently
- waitAfter several minutes the reaction mixture solidified
- temperatureAfter cooling
- customthe product was recrystallized from a mixture of alcohol and acetonitrile
Sources & evidence
- ORD record
- ord-0dc7f5bd4b6b41e582a9b7b4128509d7
- Source dataset
- uspto-grants-1979_04
- Patent number
- US04147552
Reaction notes
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