HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → 4-Chloro-3-(3,5-dichloro-pyridin-2-yl)-benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | 4-Chloro-3-(3,5-dichloro-pyridin-2-yl)-benzoic acid methyl ester | HCID 68602122 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-Chloro-3-(3,5-dichloro-pyridin-2-yl)-benzoic acid | HCID 68604002 | 85.7% |
Reaction Steps
A mixture of THF (15 mL) and water (1 mL) containing 4-chloro-3-(3,5-dichloro-pyridin-2-yl)-benzoic acid methyl ester (1.7 g, 5.4 mmol) and LiOH.H2O (0.68 g, 16.1 mmol) was stirred at room temperature for 12 hrs. The mixture was acidified and extracted with ethyl acetate. The organic layer was washed with brine and water and was dried. Filtration and concentration gave 4-chloro-3-(3,5-dichloro-pyridin-2-yl)-benzoic acid as a white solid (1.4 g). MS (M+H)+: 301.6, tR=7.048 min (method 2)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09422310B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-8d7e8410eb6c4160b249e16117c86378 |
| Source note | uspto-grants-2016_08 |