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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2229479Generated: October 26, 2026

Trimethylsilyldiazomethane → Methyl 2-(4-fluorophenyl)-2-oxoacetate

https://huagongshe.com/reaction/2229479

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilyldiazomethaneHCID 167693—
Reactant2-(4-Fluorophenyl)-2-oxoacetic AcidHCID 579440—
ReactantDiethylether hexaneHCID 21584099—
SolventDiethyl EtherHCID 3283—
ProductMethyl 2-(4-fluorophenyl)-2-oxoacetateHCID 10965144—

Reaction Steps

To a solution of 4-fluorophenyl glyoxylic acid (100 mg, 0.595 mmol) in ethyl ether (5 ml) was added trimethylsilyl diazomethane (2 M/hexane, 1 ml) at 0° C. TLC showed reaction was complete after 1 h. The ether was evaporated to leave a yellow oil. Chromatography with hexane/ether (95:5) gave methyl 4-fluorophenylglyoxalate as a pale yellow oil (75 mg). 500 MHz 13C NMR (CDCl3): δ 184.11; 167.85; 165.79; 163.59; 133.04; 132.96; 128.97; 116.33; 116.16; 115.90; 115.72; 52.85.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06420418B1
Source datasetuspto-grants-2002_07
ORD IDord-e62bb20f46c34ecaae120fbc72883c9e
Source noteuspto-grants-2002_07