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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1055220Generated: November 1, 2026

Diketene → N-(2,3-Dihydroxypropyl)-3-oxobutanamide

https://huagongshe.com/reaction/1055220

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiketeneHCID 12661—
Reactant3-(Methylamino)propane-1,2-diolHCID 2734122—
SolventTetrahydrofuranHCID 8028—
ProductN-(2,3-Dihydroxypropyl)-3-oxobutanamideHCID 1529209481%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 22.5 g (0.21 mol) 3-methylamino-1,2-propanediol in 200 ml of tetrahydrofuran was added dropwise to a solution of 18 g of diketene (0.21 mol) in 200 ml of tetrahydrofuran at −5 to 0° C. After 1 h stirring at 0° C. no more starting material was detected by thin layer chromatography. The reaction mixture was evaporated and the residue purified by column chromatography. This gave 32.00 g (0.17 mol, 79% yield) of a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394324B2
Source datasetuspto-grants-2016_07
ORD IDord-06336af4522942549e3e765d5034a6a3
Source noteuspto-grants-2016_07