HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfoxide → (4-Benzylmorpholin-2-yl)(cyclopropyl)methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | (4-Benzylmorpholin-2-yl)(cyclopropyl)methanol | HCID 59789293 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (4-Benzylmorpholin-2-yl)(cyclopropyl)methanone | HCID 59789271 | — |
Reaction Steps
A solution of dimethylsulphoxide (0.69 mL, 9.7 mmol, 2.2 eq) in DCM (4.5 mL) is slowly added to a solution of oxalyl chloride (2.43 mL, 4.85 mmol, 1.1 eq) in DCM (2.5 mL) followed by a solution of 76 (1.09 g, 4.41 mmol) in DCM (0.7 mL) under nitrogen at −60° C. After stirring for 15 minutes, triethylamine (3.14 mL, 22.1 mmol, 5 eq) is added and stirring continues for 15 minutes. After addition of water, the layers are separated.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07423037B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-c4081059b5ec48d99cfec68090949e81 |
| Source note | uspto-grants-2008_09 |