Hydrochloric Acid → HCID 18920443, compound

HRID 1289133Notes

Reaction equation

HRID 1289133 reaction equation
[CH:1]([C:3]1[S:7][C:6]([C:8]2[S:9][CH:10]=[CH:11][CH:12]=2)=[CH:5][CH:4]=1)=O.C([C:15](CC)([C:19]([O-:21])=[O:20])[C:16]([O-:18])=[O:17])C.N1CCC[CH2:26][CH2:25]1.Cl.N1C=CC=[CH:33][CH:32]=1>>[CH2:25]([O:18][C:16]([C:15]([C:19]([O:21][CH2:32][CH3:33])=[O:20])=[CH:1][C:3]1[S:7][C:6]([C:8]2[S:9][CH:10]=[CH:11][CH:12]=2)=[CH:5][CH:4]=1)=[O:17])[CH3:26]

Participants

6

Reactant 5

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 8082PiperidineHCID 364428[2,2'-Bithiophene]-5-carboxaldehydeHCID 69515632,2-Diethylpropanedioate

Product 1

HCID 18920443HCID 18920443, compound

Procedure

3.89 g of 5-formyl-2,2'-bithiophene, 3.50 g of diethyl-malonate, 15 ml of pyridine and 2.4 ml of piperidine were heated at 80° C. for 3 hours. After cooling, the mixture was acidified by diluted HCl, extracted with ethyl acetate and purified by column chromatography. The orange crystal product (4.39 g) was obtained by recrystallization from ethanol. The melting point of the product was 60° C.

Workup

  1. temperatureAfter cooling
  2. extractionextracted with ethyl acetate
  3. custompurified by column chromatography

Sources & evidence

ORD record
ord-67a95571da0640d88c00077969649343
Source dataset
uspto-grants-1998_05
Patent number
US05747525

Reaction notes

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