HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfoxide → HCID 57743091, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | HCID 57743085 | HCID 57743085 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 57743091 | HCID 57743091 | — |
Reaction Conditions
| Temperature | -78 °C |
|---|
Reaction Steps
In a three neck flask, fitted with a magnetic stirrer, under inert atmosphere, DMSO (dried on CaH2, 0.83 g, 0.01 mol) in CH2Cl2 (5 ml) is added onto a solution of (COCl)2 (0.72 g, 0.0052 mol) in CH2Cl2 (5 ml) cooled at −78° C. After 0.5 h at −78° C., ethyl 3-hydroxy-2-[(2-oxo-4-propylpyrrolidin-1-yl)methyl]propanoate x279 (0.92 g, 0.0035 mol) in CH2Cl2 (10 ml) is added, stirred for 2.5 h at −60° C., quenched with Et3N (2.75 ml), stirred overnight at 4° C., washed with saturated NH4Cl and extracted 3 times with CH2Cl2. The combined organic phases are dried over MgSO4, filtered, concentrated in vacuo to give the crude x280 (1.2 g) which is used in the next step without any further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08586623B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-7fe58a0f782247828bb40f85defcf82d |
| Source note | uspto-grants-2013_11 |