HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylamine → 2-hydroxy-N,N-dimethylhexanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Ethyl 2-hydroxypentanoate | HCID 96120 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Product | 2-hydroxy-N,N-dimethylhexanamide | HCID 86674237 | 80% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08981150B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-113ae9b257e5427ea54aceea914c378a |
| Source note | uspto-grants-2015_03 |