HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-(Pyridin-4-yl)benzoic acid hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethyl 4-(pyridin-4-yl)benzoate | HCID 15294733 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-(Pyridin-4-yl)benzoic acid hydrochloride | HCID 57432607 | 85% |
Reaction Steps
The 4-pyridin-4-yl-benzoic acid ethyl ester (430 mg, 1.89 mmol) was heated to 100° C. in 6.5 mL of 3M HCl solution overnight to completion. The mixture was cooled to room temperature and diluted with water (dissolves precipitate). The solution was filtered and concentrated in vacuo to afford the 4-pyridin-4-yl-benzoic acid hydrochloride salt as a pale yellow solid (380 mg, 85%). 1H NMR (DMSO-d6, 400 MHz) δ 8.93 (d, J=5.6 Hz, 2H), 8.27 (d, J=5.6 Hz, 2H), 8.13 (d, J=8.0 Hz, 2H), 8.09 (d, J=8.0 Hz, 2H), —CO2H or —NH+ not observed. LCMS (APCI+) m/z 200 [M+H]+; Rt=1.05 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08680114B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-74c40bcea6cc41c7b6470daa7ce8a072 |
| Source note | uspto-grants-2014_03 |