HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,3-Dichlorobenzaldehyde → 3-(Methyl) 5-(1-methylethyl) 4-(2,3-dichlorophenyl)-2-(fluoromethyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,3-Dichlorobenzaldehyde | HCID 35745 | — |
| Reactant | Isopropyl3-aminocrotonate | HCID 3271821 | — |
| Reactant | Methyl 4-fluoro-3-oxobutanoate | HCID 14170515 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-(Methyl) 5-(1-methylethyl) 4-(2,3-dichlorophenyl)-2-(fluoromethyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate | HCID 19796488 | 38.4% |
Reaction Steps
2,3-Dichlorobenzaldehyde (1.75 g, 10 mmoles), methyl 4-fluoro-3-oxobutanoate (1.34 g, 10 mmoles) and 1-methylethyl 3-amino-2-butenoate (1.43 g, 10 mmoles) were heated with stirring at 90° for 2.5 hours. The reaction mixture was dissolved in ethyl acetate and chromatographed on silica eluting with petroleum ether (60°-80°)/ethyl acetate mixtures. Pure fractions were combined and evaporated to dryness. The title compound (1.6 g) was obtained by crystallisation from 2-propanol. mp 148°-9°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04686217 |
| Source dataset | uspto-grants-1987_08 |
| ORD ID | ord-89d964b5325847acaadeeabb191fdf1c |
| Source note | uspto-grants-1987_08 |