HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 86683163, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Diisobutylaluminumhydride | HCID 21225700 | — |
| Reactant | 3,4-Pyridinedicarboxylic acid, 5-chloro-, 3,4-diethyl ester | HCID 86683164 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 86683163 | HCID 86683163 | 100.3% |
Reaction Steps
To a solution of diethyl 5-chloropyridine-3,4-dicarboxylate (2.43 g, 9.43 mmol) in 100 mL of toluene was added diisobutylaluminiumhydride (2.68 g, 18.86 mL, 1 molar) in hexane at −70° C. The reaction mixture was stirred for 2 h at this temperature. The reaction mixture was poured into an 5% aqueous acetic acid solution followed by the addition of EA. The phases were separated and the organic phase was washed with aq. NaHCO3 solution. The organic phase was dried and concentrated to give 2.02 g (100%) of the title compound as brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09273068B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-9b8b3a86d3dd4f55a8c32bf62028e73a |
| Source note | uspto-grants-2016_03 |