HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-Chloro-5-(trifluoromethoxy)phenylacetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 3-Chloro-5-(trifluoromethoxy)phenylacetonitrile | HCID 21904650 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 3-Chloro-5-(trifluoromethoxy)phenylacetic acid | HCID 21904638 | 76% |
Reaction Steps
To a solution of 3-chloro-5-trifluoromethoxybenzyl cyanide (6.3 g, 26.7 mmol; see step (ii) above) in 2-propanol (100 mL) was added water (200 mL) and potassium hydroxide (7.5 g, 133.5 mmol). The solution was refluxed for 18 h, cooled to room temperature, and the 2-propanol was removed in vacuo. The aqueous phase washed with CH2Cl2 (2×) and the washings discarded. The basic aqueous phase was acidified with 2N HCl and extracted with CH2Cl2 (3×). The CH2Cl2 extracts were dried (Na2SO4), filtered and concentrated in vacuo to afford the sub-title compound (5.2 g, 76%) as an oil which was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07803954B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-f613d656c75442458b0ccfcaecc7a69a |
| Source note | uspto-grants-2010_09 |