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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1195731Generated: November 2, 2026

Potassium Carbonate → 3-Formyl-8-(2-(trans)-hydroxy-2,3-dihydro-1-indenyloxy)-2-methyl-imidazo[1,2-a]pyridine

https://huagongshe.com/reaction/1195731

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantPotassium HydroxideHCID 14797—
Reactant(1R,2R)-2-bromo-2,3-dihydro-1H-inden-1-olHCID 820607—
Reactant3-Formyl-8-hydroxy-2-methylimidazo[1,2-a]pyridineHCID 23294187—
SolventIsopropanolHCID 3776—
SolventMethanol--water (1/1)HCID 22242641—
Product3-Formyl-8-(2-(trans)-hydroxy-2,3-dihydro-1-indenyloxy)-2-methyl-imidazo[1,2-a]pyridineHCID 22843825—

Reaction Steps

39.7 ml of 10 N potassium hydroxide solution is added to 85.2 g (400 mmol) (trans)-2-bromo-1-indanol in 600 ml isopropyl alcohol dropwise at room temperature while stirring, and the mixture is stirred for a further 15 minutes at room temperature. The isopropyl alcohol is distilled off at 40° C./5-8 mbar, 350 ml methanol/water (4:1), 30.4 g potassium carbonate and 35.2 g (200 mmol) 3-formyl-8-hydroxy-2-methyl-imidazo[1,2-a]pyridine are added and the mixture is stirred for a further 10 hours at 40° C. and 8 hours at room temperature. The mixture is worked up analogously to Example 21 and the yield of the title compound m.p. 200°-202° C. is 47.2 g (76.5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05112834
Source datasetuspto-grants-1992_05
ORD IDord-2a7021632c8944e998bee8d9bd1ff79d
Source noteuspto-grants-1992_05