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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 481028Generated: October 30, 2026

Water → 8-Benzyloxy-6-hydroxymethyl-2,3-dimethylimidazo[1,2-a]pyridine

https://huagongshe.com/reaction/481028

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant8-Benzyloxy-6-ethoxycarbonyl-2,3-dimethylimidazo[1,2-a]pyridineHCID 12106082—
ReactantAluminium lithium hydrideHCID 21226445—
SolventTetrahydrofuranHCID 8028—
Product8-Benzyloxy-6-hydroxymethyl-2,3-dimethylimidazo[1,2-a]pyridineHCID 1210608338.3%

Reaction Steps

A solution of 1.2 g of 8-benzyloxy-6-ethoxycarbonyl-2,3-dimethylimidazo[1,2-a]pyridine in 20 ml of tetrahydrofuran is treated in small portions with 0.2 g of lithium aluminum hydride at room temperature stirred for one hour and treated successively with 0.2 ml of water, 0.2 ml of 6 molar sodium hydroxy solution and 0.6 ml of water. It is then extracted twice with methylene chloride (50 ml each), the combined organic phases are concentrated to dryness in vacuo and the residue is purified on silica (eluent: methylene chloride/methanol 13/1). 0.4 g of the title compound of melting point 213-5° C. (acetone) is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06653477B2
Source datasetuspto-grants-2003_11
ORD IDord-57d9a503ef1544fdb33ca54d7695e6f9
Source noteuspto-grants-2003_11