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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 236316Generated: October 30, 2026

Hydrochloric Acid → 4,5-Dihydro-imidazo-[1,2-a]-quinoxaline-2-methanol

https://huagongshe.com/reaction/236316

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium CarbonateHCID 10340—
ReactantLithium borohydrideHCID 4148881—
ReactantEthyl imidazo[1,2-a]quinoxaline-2-carboxylateHCID 13228325—
SolventTetrahydrofuranHCID 8028—
Product4,5-Dihydro-imidazo-[1,2-a]-quinoxaline-2-methanolHCID 1377047870.7%

Reaction Steps

2.8 g of lithium borohydride were added to a solution of 10 g of ethyl imidazo-[1,2-a]-quinoxaline-2-carboxylate of Step B in 230 ml of anhydrous tetrahydrofuran and the mixture was stirred at reflux for 18 hours. The resulting yellow suspension was poured into dilute hydrochloric acid to react with the boron complex and the mixture was made alkaline with sodium carbonate addition. The mixture was extracted with ethyl acetate and the organic phase was evaporated to dryness to obtain 5.9 g of 4,5-dihydro-imidazo-[1,2-a]-quinoxaline-2-methanol in the form of a buff crystalline solid melting at 172°-174° C. after crystallization from ethyl acetate to obtain a white crystalline solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04644002
Source datasetuspto-grants-1987_02
ORD IDord-75add7a1f2b14e809709b36d7fd63bb2
Source noteuspto-grants-1987_02