Réaction #4754

ord-345b767ded454aba98cfa55ad8b0d94c

Équation de réaction

CS(=O)(=O)c1ccc(OCCCCBr)c(C=O)c1
2-(4-bromobutoxy)-5-methylsulfonylbenzaldehyde
COC(=O)CC(C)=O
methyl acetoacetate
COC(=O)/C=C(/C)N
3-aminocrotonic acid methyl ester
COC(=O)C1=C(C)NC(C)=C(C(=O)OC)C1c1cc(S(C)(=O)=O)ccc1OCCCCBr
dimethyl 4-[2(4-bromobutoxy)-5-methylsulfonylphenyl]-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
Rendement 53.0%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Températurethe solution was heated for 5 hours
  2. 2
    TempératureAfter cooling
  3. 3
    Autreprecipitated crystals
  4. 4
    Filtrationwere collected by filtration
  5. 5
    Autrerecrystallized from methanol

Mode opératoire

7.6 g of 2-(4-bromobutoxy)-5-methylsulfonylbenzaldehyde, 2.6 g of methyl acetoacetate and 2.9 g of 3-aminocrotonic acid methyl ester were dissolved in 16 ml of isopropanol, and the solution was heated for 5 hours. After cooling, precipitated crystals were collected by filtration, and recrystallized from methanol to give 6.3 g of dimethyl 4-[2(4-bromobutoxy)-5-methylsulfonylphenyl]-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US04727082uspto-grants-1988_02