HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 59556879, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | 2-(Trifluoromethyl)benzonitrile | HCID 67972 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59556879 | HCID 59556879 | 66% |
Reaction Steps
To a mixed solution of 4-[(4R,5S)-4-(tert-butyldimethylsilyloxy)-3,3,5-trimethyl-2-oxopyrrolidin-1-yl)]-2-(trifluoromethyl)benzonitrile (391.7 mg) in THF (12 mL) and methanol (12 mL) was added 6 mol/L hydrochloric acid (12.0 mL), and the mixture was stirred at room temperature for 4 hr. The reaction mixture was added to saturated aqueous sodium hydrogen carbonate, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=10/1→1/3) to give the title compound as a colorless oil (yield: 203.6 mg, 66%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08420694B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-17ce0fdb26c140febf0bcefcd11b891f |
| Source note | uspto-grants-2013_04 |