HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 53990096, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 53697729 | HCID 53697729 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 53990096 | HCID 53990096 | 91% |
Reaction Steps
A solution of 17 g (40 mmol) of crude 3-methyl 5-(1,1-dimethylethyl) 2-(chlorodifluoromethyl)-6-(1-methylethyl)-4-(2-methylpropyl)-3,5-pyridinedicarboxylate and 7 mL of triethylamine in 160 mL of ethanol was subjected to hydrogenolysis at ambient temperature and 2 atom pressure in the presence of 3 g of 5% palladium on charcoal for 18 hours. The suspension was filtered through celite and concentrated. Water and CH2Cl2 were added. The CH2Cl2 layer was separated, washed with H2O, dried and concentrated. Column chromatography on silica gel (2% ethyl acetate/cyclohexane) gave 14 g (91%) of 5-(1,1-dimethylethyl) 3-methyl 2-(difluoromethyl)-6-(1-methylethyl)-4-(2-methylpropyl)-3,5-Pyridinedicarboxylate as colorless oil, nD25 1.4713.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04826532 |
| Source dataset | uspto-grants-1989_05 |
| ORD ID | ord-3fbdf3f82b214203b2f771ccaa2542be |
| Source note | uspto-grants-1989_05 |