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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 397034Generated: October 25, 2026

Potassium Carbonate → 6-Benzyloxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]-1,2,3,4-tetrahydroisoquinoline

https://huagongshe.com/reaction/397034

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1-{6-Benzyloxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]-3,4-dihydro-1H-isoquinolin-2-yl}-2,2,2-trifluoroethanoneHCID 18172385—
ReactantEthylacetate methanolHCID 21584119—
SolventMethanolHCID 887—
Product6-Benzyloxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]-1,2,3,4-tetrahydroisoquinolineHCID 1817241795%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06608203B2
Source datasetuspto-grants-2003_08
ORD IDord-05b5e2b5b13f42ebb02536dc697125e9
Source noteuspto-grants-2003_08