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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1913260Generated: November 1, 2026

Trimethylsilyldiazomethane → tert-Butyl 4-(2-methoxy-2-oxoethyl)piperidine-1-carboxylate

https://huagongshe.com/reaction/1913260

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilyldiazomethaneHCID 167693—
Reactant[1-(tert-Butoxycarbonyl)piperidin-4-yl]acetic acidHCID 1512539—
SolventMethanolHCID 887—
SolventTolueneHCID 1140—
Producttert-Butyl 4-(2-methoxy-2-oxoethyl)piperidine-1-carboxylateHCID 1514280—

Reaction Steps

At 0° C., TMSCHN2 (2.0 M in ether, 15 mL) was added dropwise to a mixture of 2-(1-(tert-butoxycarbonyl)piperidin-4-yl)acetic acid (6272 mg, 25.78 mmoL) in toluene (60 mL) and MeOH (60 mL). After stirring at room temperature for 1 h, the mixture was concentrated. The crude tert-butyl 4-(2-methoxy-2-oxoethyl)piperidine-1-carboxylate (Int-12a) was pure enough without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609675B2
Source datasetuspto-grants-2013_12
ORD IDord-177033c838964100b81cc99115d96f0e
Source noteuspto-grants-2013_12