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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 327243Generated: October 29, 2026

Potassium Carbonate → Methyl 3-[5-(quinolin-2-ylmethoxy)indol-2-yl]-2,2-dimethylpropanoate

https://huagongshe.com/reaction/327243

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-(Bromomethyl)quinolineHCID 12417418—
ReactantMethyl 3-[5-hydroxyindol-2-yl]-2,2-dimethylpropanoateHCID 18947616—
SolventDimethylformamideHCID 6228—
ProductMethyl 3-[5-(quinolin-2-ylmethoxy)indol-2-yl]-2,2-dimethylpropanoateHCID 1894755266.2%

Reaction Steps

A mixture of the phenol from step B (13.62 g, 55.14 mmol) and 2-bromomethylquinoline (12.85 g, 1.05 mol eq.) and anhydrous K2CO3 (15.22 g, 2 mol. eq.) in DMF (40 ml) was stirred at RT for 48 hours. The mixture was then poured onto ice/water and after all the ice had melted, the brown solid was collected and air-dried. The dried material was passed through a plug of silica (using EtOAc/hexane (1:3) as eluent) to remove the color; yield: 19 g, 88%. Recrystallization from EtOH afforded 14.17g of pure title compound, m.p. 131°-132° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05272145
Source datasetuspto-grants-1993_12
ORD IDord-a754ea329bed47ff9f6be633c78dfe3e
Source noteuspto-grants-1993_12