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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1508477Generated: October 26, 2026

Trimethylsilyldiazomethane → Methyl 3-oxocyclobutane-1-carboxylate

https://huagongshe.com/reaction/1508477

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilyldiazomethaneHCID 167693—
Reactant3-Oxocyclobutane-1-carboxylic acidHCID 4913358—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
ProductMethyl 3-oxocyclobutane-1-carboxylateHCID 13992367—

Reaction Conditions

Temperature25 °C

Reaction Steps

Trimethylsilyldiazomethane (21.0 mL of a 2 M solution in hexanes, 42.1 mmol) was added to a stirred solution of 3-oxocyclobutanecarboxylic acid (3.00 g, 26.3 mmol) in dry MeOH (11.1 mL) and dry CH2Cl2 (100 mL) at 25° C. under N2. The reaction was stirred at 25° C. for 2 h. The reaction mixture was concentrated in vacuo to afford methyl 3-oxocyclobutanecarboxylate, as an oil. 1H NMR (500 MHz, CHCl3): δ 3.75 (s, 3H); 3.44-3.37 (m, 2H); 3.31-3.17 (m, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09221834B2
Source datasetuspto-grants-2015_12
ORD IDord-501cc021a293482fa6495a66ebcc2fbb
Source noteuspto-grants-2015_12