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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1964157Generated: October 30, 2026

Hydrochloric Acid → Ethyl 2-(Benzyloxy)-9-hydroxy-6,7-dihydropyrido[1,2-a]indole-8-carboxylate

https://huagongshe.com/reaction/1964157

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPotassium tert-butoxideHCID 23665647—
Reactantethyl 5-(benzyloxy)-1-(4-ethoxy-4-oxobutyl)-1H-indole-2-carboxylateHCID 67248905—
SolventTetrahydrofuranHCID 8028—
ProductEthyl 2-(Benzyloxy)-9-hydroxy-6,7-dihydropyrido[1,2-a]indole-8-carboxylateHCID 6724926295.8%

Reaction Steps

To a solution of ethyl 5-(benzyloxy)-1-(4-ethoxy-4-oxobutyl)-1H-indole-2-carboxylate (1 g, 2.442 mmol) in THF was added a 1 M solution of KOtBu in THF (3.17 mL, 3.17 mmol) at 0° C. The reaction mixture was stirred at that temperature for 2 h, poured into 1 N HCl aqueous solution, extracted with ethyl acetate. The combined organics were washed with water, dried over Na2SO4, and concentrated to give the title compound (850 mg) without further purification. LCMS m/z=364.3 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415484B2
Source datasetuspto-grants-2013_04
ORD IDord-f7aa8f13db5746c990011ff7399b7df6
Source noteuspto-grants-2013_04