HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 6-Benzyloxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]-1,2,3,4-tetrahydroisoquinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-{6-Benzyloxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]-3,4-dihydro-1H-isoquinolin-2-yl}-2,2,2-trifluoroethanone | HCID 18172385 | — |
| Reactant | Ethylacetate methanol | HCID 21584119 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 6-Benzyloxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]-1,2,3,4-tetrahydroisoquinoline | HCID 18172417 | 95% |
Reaction Steps
A mixture of 1-{6-benzyloxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]-3,4-dihydro-1H-isoquinolin-2yl}-2,2,2-trifluoroethanone (1.088 g, 2.1 mmol) and anhydrous K2CO3 (2.861 g, 20.7 mmol) in MeOH (150 ml) was refluxed under N2 for 18 hr, then evaporated in vacuo to a yellow residue. This was dissolved in H2O (25 ml) and extracted with EtOAc (3×50 ml). The combined extracts were dried over MgSO4, and concentrated in vacuo to give 0.881 g of crude yellow product. Purification by flash chromatography, eluting first with EtOAc:MeOH (8:2), then with EtOAc:MeOH (1:1) gave 0.842 g (95% yield) of yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06608203B2 |
| Source dataset | uspto-grants-2003_08 |
| ORD ID | ord-05b5e2b5b13f42ebb02536dc697125e9 |
| Source note | uspto-grants-2003_08 |