3-Chlorobenzaldehyde → HCID 70588791, compound

HRID 1449013Notes

Reaction equation

HRID 1449013 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:29])[CH2:14][C:15]([CH2:17][N:18]1[C:22](=[O:23])[C:21]2=[CH:24][CH:25]=[CH:26][CH:27]=[C:20]2[C:19]1=[O:28])=O)[CH3:11].[CH2:30]([O:32][C:33](=[O:38])/[CH:34]=[C:35](\[NH2:37])/[CH3:36])[CH3:31]>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:34]([C:33]([O:32][CH2:30][CH3:31])=[O:38])=[C:35]([CH3:36])[NH:37][C:15]=1[CH2:17][N:18]1[C:22](=[O:23])[C:21]2=[CH:24][CH:25]=[CH:26][CH:27]=[C:20]2[C:19]1=[O:28])=[O:29])[CH3:11]

Participants

5

Reactant 3

HCID 114773-ChlorobenzaldehydeHCID 6437562-Butenoic acid, 3-amino-, ethyl ester, (2Z)-HCID 701239Ethyl 4-(1,3-dioxoisoindolin-2-YL)-3-oxobutanoate

Product 1

HCID 70588791HCID 70588791, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

28 g of 3-chlorobenzaldehyde, 56 g of phthalimidoacetoacetic acid ethyl ester and 25.8 g of β-aminocrotonic acid ethyl ester in 250 ccs of ethanol are heated to the boil under reflux for 3×24 hours, the mixture is allowed to cool, whilst stirring, and, after filtering, light yellow crystals of melting point 135°-136° C. are obtained, yield: 55%.

Workup

  1. temperatureunder reflux for 3×24 hours
  2. temperatureto cool
  3. filtrationafter filtering
  4. customlight yellow crystals of melting point 135°-136° C. are obtained

Sources & evidence

ORD record
ord-29180a7c716943b989e821fd22195604
Source dataset
uspto-grants-1980_02
Patent number
US04188395

Reaction notes

Loading…