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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1040720Generated: October 31, 2026

Diethyl Ether → Methyl 2-fluoro-6-nitrobenzoate

https://huagongshe.com/reaction/1040720

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantTrimethylsilyldiazomethaneHCID 167693—
Reactant2-Fluoro-6-nitrobenzoic acidHCID 603758—
SolventMeOH tetrahydrofuranHCID 21899815—
ProductMethyl 2-fluoro-6-nitrobenzoateHCID 597752—

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 2-fluoro-6-nitrobenzoic acid (10.3 g, 56 mmol) was dissolved in THF/MeOH (100 mL/40 mL) and the mixture was cooled to 0° C. 2M Trimethylsilyldiazomethane in ether (33.4 mL, 67 mmol) was then added dropwise. The reaction was allowed to stir overnight while gradually warming to room temperature. The reaction mixture was then reduced en vacuo to afford 11.1 grams of 2-fluoro-6-nitrobenzoic acid methyl ester as a light brown solid. 1H NMR (400 MHz, CDCl3) δ 7.98 (d, 1H, J=7.32), 7.61 (m, 1H), 7.50 (m, 1H), 4.00 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08552186B2
Source datasetuspto-grants-2013_10
ORD IDord-ab4b98bc55334c57943c4c91e68bfe97
Source noteuspto-grants-2013_10