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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1051983Generated: October 31, 2026

Tetrahydrofuran → Methyl 3-(4-oxopiperidin-1-yl)benzoate

https://huagongshe.com/reaction/1051983

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium BicarbonateHCID 516892—
ReactantMethyl-3-(1,4-dioxa-8-azaspiro[4.5]dec-8-yl)benzoateHCID 60059302—
SolventWaterHCID 962—
SolventSulfuric AcidHCID 1118—
ProductMethyl 3-(4-oxopiperidin-1-yl)benzoateHCID 6005932285%

Reaction Steps

A solution of methyl-3-(1,4-dioxa-8-azaspiro[4.5]dec-8-yl)-benzoate (3.85 g, 13.88 mmol) in 10% aqueous sulfuric acid (40 mL and THF (40 mL) was stirred at ambient temperature for 14 days. The reaction mixture was neutralized by cautious addition of NaHCO3 and simultaneously diluting with water. The aqueous mixture was extracted with EtOAc (2×75 mL) and the combined organic extracts were dried (MgSO4), filtered, and concentrated to give the title compound as an oil (2.75 g, 85%) which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388176B2
Source datasetuspto-grants-2016_07
ORD IDord-87273c25287449d2bd3b36aec8a4f2e3
Source noteuspto-grants-2016_07