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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 875294Generated: October 29, 2026

Dimethylamine → 2-hydroxy-N,N-dimethylhexanamide

https://huagongshe.com/reaction/875294

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamineHCID 674—
ReactantMethanolHCID 887—
ReactantEthyl 2-hydroxypentanoateHCID 96120—
ReactantSodium MethoxideHCID 10942334—
Product2-hydroxy-N,N-dimethylhexanamideHCID 8667423780%

Reaction Steps

In a three-neck flask, at 20° C. and under an inert atmosphere, are mixed ethyl 2-hydroxyvalerate (31 g; 210 mmol) and sodium methylate in solution in methanol (25% w/w) (2.2 g; 10 mmol). To this mixture, is added dimethylamine in solution in methanol (50% w/w) (37.1 g; 411 mmol) within 30 minutes. The temperature of this mixture is brought to 40° C. and maintained for 3 hours. After return of the temperature of the reaction mixture to 20° C., orthophosphonic acid is added until a pH of 5 is obtained. The salts formed are removed by filtration and the solvents are removed under reduced pressure. 2-hydroxy-N,N-dimethylhexanamide is then obtained with a purity <98% i.e. a yield of 80%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08981150B2
Source datasetuspto-grants-2015_03
ORD IDord-113ae9b257e5427ea54aceea914c378a
Source noteuspto-grants-2015_03