HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (R)-1-(1-(4-(Trifluoromethyl)phenyl)-3,4-dihydroisoquinolin-2(1H)-yl)ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (R)-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline | HCID 28293305 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (R)-1-(1-(4-(Trifluoromethyl)phenyl)-3,4-dihydroisoquinolin-2(1H)-yl)ethanone | HCID 59536317 | — |
Reaction Steps
To a solution of (R)-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline (100 mg, 361 μmol, example 30 (step 1) in DCM (2 mL) was added DIEA (62.8 μL, 361 μmol) and acetic acid anhydride (34.0 μL, 361 mop. The resulting mixture was then stirred at RT for 16 h. Then, H2O (1 mL) was added and the mixture was extracted with DCM (2×5 mL). The combined organic extracts were dried over MgSO4 and concentrated. The residue was purified by silica gel flash column chromatography (0%-100% EtOAc/hexane) to give the title compound as a white solid. MS (ESI, positive ion) m/z: 320 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08476297B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-e667baa622fb4363bb0e5c38b9512651 |
| Source note | uspto-grants-2013_07 |