HuagongsheHuagongshe Chemistry Print Report · For research reference only
Morpholine → Methyl 6-morpholin-4-yl-6-oxohexanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | Methyl adipate | HCID 6994472 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | Methyl 6-morpholin-4-yl-6-oxohexanoate | HCID 23088646 | 100.4% |
Reaction Steps
Monomethyl adipate (3.20 g) is dissolved in chloroform (70 ml), and thereto are added morpholine (2.61 g), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (5.75 g) and triethylamine (3.04 g) under ice-cooling. The mixture is then stirred at room temperature for 19 hours. Ice-water is added to the reaction solution and the mixture is extracted with chloroform. The organic layer is washed with 10% hydrochloric acid, saturated aqueous sodium hydrogen carbonate solution and saturated brine successively and dried over sodium sulfate. The solvent is removed by evaporation under reduced pressure to give methyl 6-morpholin-4-yl-6-oxohexanoate (4.63 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07737161B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-d6a36167b4724149bcf3c1378124ecc7 |
| Source note | uspto-grants-2010_06 |