HuagongsheHuagongshe Chemistry Print Report · For research reference only
Perchloric Acid → Tert-butyl 2,6-dichloro-4-methylnicotinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Perchloric Acid | HCID 24247 | — |
| Reactant | 2,6-Dichloro-4-methylpyridine-3-carboxylic acid | HCID 676121 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | tert-Butyl acetate | HCID 10908 | — |
| Product | Tert-butyl 2,6-dichloro-4-methylnicotinate | HCID 117632239 | 190.4% |
Reaction Steps
To a solution of 2,6-dichloro-4-methylnicotinic acid (1.00 g, 4.85 mmol, 1 equiv) in tert-butyl acetate (24 mL) was added 70% perchloric acid (0.88 mL, 14.56 mmol, 3 equiv). After 1 h, reaction was diluted with DCM, washed cautiously with saturated aqueous sodium bicarbonate solution, dried (Na2SO4), and concentrated in vacuo to provide the product (1.21 g, 95%) as a pale yellow oil. 1H NMR (400 MHz, CDCl3) δ 7.15 (s, 1H), 2.37 (d, J=0.5 Hz, 3H), 1.62 (s, 9H); LCMS (ESI, M+1): 262.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09409922B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-4123f99c62c3415e82f82478e9dc7789 |
| Source note | uspto-grants-2016_08 |