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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1929577Generated: November 1, 2026

Dimethylformamide → (4-Chlorocarbonyl-6-fluoro-3-methyl-naphthalen-2-yl)-acetic acid methyl ester

https://huagongshe.com/reaction/1929577

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantOxalyl chlorideHCID 65578—
Reactant7-Fluoro-3-methoxycarbonylmethyl-2-methyl-naphthalene-1-carboxylic acidHCID 59326734—
SolventTetrahydrofuranHCID 8028—
Product(4-Chlorocarbonyl-6-fluoro-3-methyl-naphthalen-2-yl)-acetic acid methyl esterHCID 5932671099%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 7-fluoro-3-methoxycarbonylmethyl-2-methyl-naphthalene-1-carboxylic acid (500 mg, 1.81 mmol) in anhydrous tetrahydrofuran (10 mL), was added oxalyl chloride (250 μL) and N,N-dimethylformamide (30 μL). The resulting mixture was stirred at 60° C. for 2 hours, and concentrated in vacuo to afford (4-chlorocarbonyl-6-fluoro-3-methyl-naphthalen-2-yl)-acetic acid methyl ester (526 mg, 99%) as a light yellow solid, which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188090B2
Source datasetuspto-grants-2012_05
ORD IDord-e99bcebf8fcf48ac9459c51f86b45e83
Source noteuspto-grants-2012_05