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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1909434Generated: November 1, 2026

Hydrochloric Acid → 4-[4-(2,4-Dioxobicyclo[3.2.1]oct-3-yl)-5-methylthiophen-2-yl]benzoic acid

https://huagongshe.com/reaction/1909434

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
ReactantHCID 66741900HCID 66741900—
SolventMethanolHCID 887—
Product4-[4-(2,4-Dioxobicyclo[3.2.1]oct-3-yl)-5-methylthiophen-2-yl]benzoic acidHCID 6674206077.6%

Reaction Steps

To a solution of 4-[4-(2,4-dioxobicyclo[3.2.1]oct-3-yl)-5-methylthiophen-2-yl]benzoic acid methyl ester (60 mg, 0.16 mmol) in methanol (2 ml) is added 1N aqueous lithium hydroxide solution (2 ml) and the reaction stirred at room temperature for 72 hours. The reaction is acidified with 2N aqueous hydrochloric acid (25 ml) and extracted with dichloromethane (25 ml). The organic layer is washed with brine, dried over magnesium sulphate, filtered and the filtrate is concentrated in vacuo to give 4-[4-(2,4-dioxobicyclo[3.2.1]oct-3-yl)-5-methylthiophen-2-yl]benzoic acid (44 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598365B2
Source datasetuspto-grants-2013_12
ORD IDord-85f09f9fa19e4cce979387caf697f058
Source noteuspto-grants-2013_12