3-Chlorobenzaldehyde → HCID 70589940, compound

HRID 1449005Notes

Reaction equation

HRID 1449005 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=O.[CH2:10]([O:12][C:13](=[O:22])[CH2:14][C:15]([CH2:17][O:18][C:19](=[O:21])[CH3:20])=O)[CH3:11].[CH2:23]([O:25][C:26](=[O:31])/[CH:27]=[C:28](\[NH2:30])/[CH3:29])[CH3:24]>C(O)C>[CH2:10]([O:12][C:13]([C:14]1[CH:5]([C:4]2[CH:7]=[CH:8][CH:9]=[C:2]([Cl:1])[CH:3]=2)[C:27]([C:26]([O:25][CH2:23][CH3:24])=[O:31])=[C:28]([CH3:29])[NH:30][C:15]=1[CH2:17][O:18][C:19](=[O:21])[CH3:20])=[O:22])[CH3:11]

Participants

5

Reactant 3

HCID 114773-ChlorobenzaldehydeHCID 6437562-Butenoic acid, 3-amino-, ethyl ester, (2Z)-HCID 11480907Ethyl 4-acetoxyacetoacetate

Product 1

HCID 70589940HCID 70589940, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

7 g of 3-chlorobenzaldehyde, 9.4 g of γ-acetoxyacetoacetic acid ethyl ester and 6.5 g of β-aminocrotonic acid ethyl ester in 40 ccs of ethanol are heated under reflux for 20 hours, the mixture is cooled and the precipitate is filtered off.

Workup

  1. temperatureunder reflux for 20 hours
  2. temperaturethe mixture is cooled
  3. filtrationthe precipitate is filtered off

Sources & evidence

ORD record
ord-8cba6efe4987415c89b57b2148c7d7b1
Source dataset
uspto-grants-1980_02
Patent number
US04188395

Reaction notes

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