HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (+/-)-Cyclopentyl[4-(trifluoromethyl)phenyl]acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Methyl cyclopentyl[4-(trifluoromethyl)phenyl]acetate | HCID 68006808 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | (+/-)-Cyclopentyl[4-(trifluoromethyl)phenyl]acetic acid | HCID 67078122 | 96.3% |
Reaction Steps
4.98 g (17.4 mmol) of methyl cyclopentyl[4-(trifluoromethyl)phenyl]acetate were initially charged in a mixture of in each case 24.9 ml of THF, methanol and water, and 1.04 g (43.49 mmol) of lithium hydroxide were added at 0° C. The reaction mixture was warmed to RT and stirred at this temperature for 4 h. The mixture was then diluted with water and acidified slightly with 1 N hydrochloric acid. The aqueous phase was extracted three times with ethyl acetate. The combined organic phases were dried over magnesium sulphate and concentrated under reduced pressure. This gave 4.56 g of the target compound as a crude product (yield 96.3% of theory).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09018258B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-9751a17c1af34d9aac3f9dc0fda7ff81 |
| Source note | uspto-grants-2015_04 |