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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1843982Generated: November 3, 2026

Methanol → tert-Butyl 2,4-dioxopiperidine-1-carboxylate

https://huagongshe.com/reaction/1843982

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactanttert-Butyl (3-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)-3-oxopropyl)carbamateHCID 68556020—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
Producttert-Butyl 2,4-dioxopiperidine-1-carboxylateHCID 2373099983%

Reaction Conditions

Temperature105 °C

Reaction Steps

Tert-butyl 3-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)-3-oxopropylcarbamate (I-59b: 50 g, 158.57 mmol) was dissolved in ethyl acetate (500 mL) at room temperature under nitrogen atmosphere and the resulting reaction mass was heated at 105° C. for 20 hours. The reaction was monitored by TLC (10% methanol in DCM). The reaction mass was cooled to room temperature and concentrated under reduced pressure to afford the crude product. Purification by ether-wash afforded 28 g of the product (83% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946260B2
Source datasetuspto-grants-2015_02
ORD IDord-d523c2a6945b4779912a904dc9b44fb0
Source noteuspto-grants-2015_02