HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 6-bromo-3-(1-hydroxy-2-phenylethyl)-2-(4-ethanesulfonylbenzyl)-4-phenyl-2H-isoquinolin-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 6-Bromo-2-(4-methanesulfonylbenzyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carbaldehyde | HCID 23060816 | — |
| Reactant | HCID 178418336 | HCID 178418336 | — |
| Product | 6-bromo-3-(1-hydroxy-2-phenylethyl)-2-(4-ethanesulfonylbenzyl)-4-phenyl-2H-isoquinolin-1-one | HCID 69157404 | — |
Reaction Steps
To a solution (5 ml) of 6-bromo-2-(4-methanesulfonylbenzyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carbaldehyde (500 mg) in THF was added dropwise a solution (1M, 1.2 ml) of benzylmagnesium chloride in THF at room temperature, and the mixture was stirred for 10 min. Water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the obtained residue was crystallized from diisopropyl ether to give the title compound (400 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07402595B2 |
| Source dataset | uspto-grants-2008_07 |
| ORD ID | ord-e790d4231e954c809a60e1d611de57a7 |
| Source note | uspto-grants-2008_07 |