Ethyl Acetoacetate → HCID 19002362, compound

HRID 2260030Notes

Reaction equation

HRID 2260030 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:11]=[CH:12][C:13]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[O:14])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[C:21]([O:27][CH2:28][CH3:29])(=[O:26])[CH2:22][C:23]([CH3:25])=[O:24]>C(O)C>[C:23]([CH:22]([CH:11]([C:5]1[CH:6]=[CH:7][C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=1)[CH2:12][C:13]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:14])[C:21]([O:27][CH2:28][CH3:29])=[O:26])(=[O:24])[CH3:25]

Participants

4

Reactant 2

HCID 8868Ethyl AcetoacetateHCID 2238313-(3,4-Dimethoxyphenyl)-1-phenylprop-2-en-1-one

Product 1

HCID 19002362HCID 19002362, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
20 °C

Procedure

3,4-Dimethoxychalcone (m,p,--(CH3O)2C5H3 --CH=CH--CO--C5H5) (26.8 g; 0.1 mole) and ethyl acetoacetate (13 g; 0.1 mole) are dissolved in ethanol (300 ml). Activated baryta (1 g) is added, and the mixture stirred at 20° C. for 20 hours. The oxovalerate precipitate is filtered off, washed with ethanol and dried. Compound no. 501 (27 g; yield: 68%) is obtained, m.p. 135° C.

Workup

  1. additionActivated baryta (1 g) is added
  2. filtrationThe oxovalerate precipitate is filtered off
  3. washwashed with ethanol
  4. customdried
  5. custom501 (27 g; yield: 68%) is obtained

Sources & evidence

ORD record
ord-2ad8d59598894b87a13df5b5630ca56b
Source dataset
uspto-grants-1995_12
Patent number
US05475132

Reaction notes

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