HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 8-Bromo-1,2,3,4-tetrahydroisoquinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-(6-bromo-3,4-dihydroisoquinolin-2(1H)-yl)-2,2,2-trifluoroethanone | HCID 23155411 | — |
| Reactant | HCID 59463166 | HCID 59463166 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 8-Bromo-1,2,3,4-tetrahydroisoquinoline | HCID 12630420 | 100% |
| Product | 6-Bromo-1,2,3,4-tetrahydroisoquinoline | HCID 15885183 | — |
Reaction Steps
Potassium carbonate (66.2 mmol) was added in one portion to a solution of 6-bromo-2-(trifluoroacetyl)-1,2,3,4-tetrahydroisoquinoline and 8-bromo-2-(trifluoroacetyl)-1,2,3,4-tetrahydroisoquinoline (17.6 mmol) in MeOH (130 mL) and water (45 mL). The reaction mixture was allowed to stir at rt overnight and then diluted with EtOAc (150 mL). The mixture was washed with brined, dried over Na2SO4, filtered, and concentrated to give 6-bromo-1,2,3,4-tetrahydroisoquinoline and 8-bromo-1,2,3,4-tetrahydroisoquinoline (5.0 g, 100%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07795249B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-e06cd4c0c2364d21bf1ea8f8c4de3e62 |
| Source note | uspto-grants-2010_09 |