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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1506255Generated: October 30, 2026

1-(tert-Butoxycarbonyl)-3-(cyanomethylene)azetidine → tert-Butyl 3-(cyanomethyl)azetidine-1-carboxylate

https://huagongshe.com/reaction/1506255

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(tert-Butoxycarbonyl)-3-(cyanomethylene)azetidineHCID 45789216—
CatalystHCID 178418390HCID 178418390—
SolventMethanolHCID 887—
Solvent1,4-DioxaneHCID 31275—
Producttert-Butyl 3-(cyanomethyl)azetidine-1-carboxylateHCID 5323418879%

Reaction Steps

tert-Butyl 3-(cyanomethylene)azetidine-1-carboxylate (823 mg, 4.24 mmol) in a mixture of methanol (20 mL) and 1,4-dioxane (10 mL) was stirred with 5% palladium-carbon (129 mg) for one day under a hydrogen atmosphere. The reaction mixture was filtered, and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/1 (v/v)) to give the title compound as a colorless oil (657 mg, yield 79%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09216999B2
Source datasetuspto-grants-2015_12
ORD IDord-4a860eecf3d947a890d89964001946ec
Source noteuspto-grants-2015_12