HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 5-bromo-3-(trifluoromethyl)-1H-pyrazole-1-acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | ethyl 5-bromo-3-(trifluoromethyl)-1H-pyrazole-1-acetate | HCID 68745175 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-bromo-3-(trifluoromethyl)-1H-pyrazole-1-acetic acid | HCID 68745710 | — |
Reaction Steps
A solution of ethyl 5-bromo-3-(trifluoromethyl)-1H-pyrazole-1-acetate (i.e. the product of Example 11, Step C) (2.84 g, 9.4 mmol) in tetrahydrofuran (10 mL) was treated with a 50 wt. % aqueous solution of sodium hydroxide solution (1.0 mL). The reaction mixture was stirred at room temperature for 2 h. The reaction mixture was treated with concentrated aqueous hydrochloric acid to lower the pH to 1, and then extracted with ethyl acetate. The extract was dried (MgSO4) and concentrated under pressure to give 2.26 g of the title compound as a light brown solid. Recrystallization from 1-chlorobutane (20 mL) gave 0.68 g of the title compound as lustrous light pink plates.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08642634B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-6142747c2521489b8af5054745b65154 |
| Source note | uspto-grants-2014_02 |