Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Bromohexane | HCID 8101 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Hydroxypicolinic Acid | HCID 13401 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 19756117 | HCID 19756117 | 40.5% |
Reaction Steps
To a mixture of 2.80 g (20 mmol) of 3-hydroxypicolinic acid, 4.13 g (25 mmol) of n-hexyl bromide and 30 ml of N,N,-dimethylformamide was added 2.8 g (0.02 mmol) of anhydrous potassium carbonate, and the mixture was stirred under heating at 100° C. for 4.5 hours. After cooling, 60 ml of ice-water was added, and the mixture extracted with ethyl acetate. The solution was subjected to evaporation under a reduced pressure and the residue separated by silica gel column chromatography (ethyl acetate:hexane=3:7), to obtain 2.60 g of a colorless oily substance (yield 40.5%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05219847 |
|---|
| Source dataset | uspto-grants-1993_06 |
|---|
| ORD ID | ord-66d0756d31f54abdbc488253e58f8fc2 |
|---|
| Source note | uspto-grants-1993_06 |
|---|