HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 4-chloro-1-(difluoromethyl)-1H-pyrazole-3-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | 4-Chloro-1-difluoromethyl-1H-pyrazole-3-carboxylic acid methyl ester | HCID 57475883 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-chloro-1-(difluoromethyl)-1H-pyrazole-3-carboxylic acid | HCID 57475856 | 93.3% |
Reaction Steps
A solution of 4-chloro-1-difluoromethyl-1H-pyrazole-3-carboxylic acid methyl ester (540 mg, 2.6 mmole) in THF (18 ml) was treated at 23° C. with a solution of lithium hydroxide (135 mg, 5.6 mmole) in a 1:1-mixture of water and methanol (12 ml). After 1 hour the reaction was complete, and the solvents were evaporated at reduced pressure. The residue was partitioned between 2 M aqueous HCl and AcOEt, the organic layer was dried, evaporated, the residue was triturated with pentane and the solid was dried to give the title compound (477 mg) as a white solid. MS: m/z=195.0 [M−H]−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08748418B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-f097348f55ff4ea5a6839bbacdf0f7b5 |
| Source note | uspto-grants-2014_06 |