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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 51638Generated: October 29, 2026

Methanol → [2-Fluoro-4-(8,8-dimethyl-5-oxo-5,6,7,8-tetrahydronaphthalene-2-yl-ethynyl)phenyl]-acetic Acid

https://huagongshe.com/reaction/51638

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTetrahydrofuranHCID 8028—
ReactantLithium hydroxide, monohydrateHCID 168937—
Reactant[2-Fluoro-4-(8,8-dimethyl-5-oxo-5,6,7,8-tetrahydronaphthalene-2-ylethynyl)phenyl]acetic acid methyl esterHCID 57424271—
SolventWaterHCID 962—
SolventHexaneHCID 8058—
SolventEthyl AcetateHCID 8857—
Product[2-Fluoro-4-(8,8-dimethyl-5-oxo-5,6,7,8-tetrahydronaphthalene-2-yl-ethynyl)phenyl]-acetic AcidHCID 9968269—

Reaction Steps

Following general procedure J and using [2-fluoro-4-(8,8-dimethyl-5-oxo-5,6,7,8-tetrahydro-naphthalene-2-ylethynyl)phenyl]acetic acid methyl ester (Compound 14, 0.18 g, 0.48 mmol), methanol (4 mL), tetrahydrofuran (8 mL), water (2 mL) and lithium hydroxide monohydrate (0.2 g, 4.76 mmol) followed by flash column chromatography over silica gel (230-400 mesh) using 50-100% ethyl acetate in hexane as the eluent, the title compound was obtained as a dirty white solid (0.068 g, 41%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06713647B2
Source datasetuspto-grants-2004_03
ORD IDord-683bd5e85a874612a68aa7aabb863890
Source noteuspto-grants-2004_03