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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1508491Generated: October 31, 2026

Trimethylsilyldiazomethane → (5-(Methoxycarbonyl)furan-2-YL)boronic acid

https://huagongshe.com/reaction/1508491

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilyldiazomethaneHCID 167693—
Reactant5-Boronofuran-2-carboxylic acidHCID 16641744—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
Product(5-(Methoxycarbonyl)furan-2-YL)boronic acidHCID 12163655—

Reaction Steps

5-(Dihydroxyboryl)-2-furoic acid (200 mg, 1.283 mmol) was dissolved in CH2Cl2 (5 mL) and MeOH (0.556 mL). Trimethylsilyldiazomethane (1.283 mL, 2.57 mmol) was added dropwise. After 45 min, the reaction was quenched with AcOH dropwise until the yellow color disappeared. The reaction was concentrated in vacuo to give [5-(methoxycarbonyl)-2-furyl]boronic acid. 1H NMR (500 MHz, CD3OD): δ 7.20 (d, J=3.5 Hz, 1H); 7.05 (d, J=3.6 Hz, 1H); 3.87 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09221834B2
Source datasetuspto-grants-2015_12
ORD IDord-1b41a39b4e1449f395f6ec3450c06de5
Source noteuspto-grants-2015_12