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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2110566Generated: November 3, 2026

Hydrochloric Acid → 4-Hydroxy-4-(3-methylbutyl)naphthalene-1,3 (2h,4h)-dione

https://huagongshe.com/reaction/2110566

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantMethyl 1-(3-methylbutyl)-2,4-dioxo-1,2,3,4-tetrahydronaphthalene-1-carboxylateHCID 68839914—
Product4-Hydroxy-4-(3-methylbutyl)naphthalene-1,3 (2h,4h)-dioneHCID 6884224163.2%

Reaction Steps

A solution of Example 2C (1 g, 3.47 mmol) in 1 N NaOH (20.8 mL) was stirred at 40° C. for 4 days. The solution was neutralized to pH 7 with 1 N HCl, extracted with ethyl acetate, and the organic layer was concentrated in vacuo. Column chromatography on silica (7% methanol/dichloromethane) afforded the title compound as a white solid (0.54 g, 63.2%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07517876B2
Source datasetuspto-grants-2009_04
ORD IDord-fe5f5205acf04872bf7b562b322164ad
Source noteuspto-grants-2009_04