HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfoxide → HCID 18009118, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | HCID 18009116 | HCID 18009116 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | HCID 18009118 | HCID 18009118 | — |
Reaction Steps
To a solution of oxalyl chloride (0.114 mL, 1.305 mmol) in 3.0 mL of dichloromethane at −78° C. was added DMSO (0.185 mL, 2.60 mmol) dropwise. After 10 minutes, a solution of the alcohol from Step K (238 mg, 0.870 mmol) in 2 mL of dichloromethane was added dropwise, followed by triethylamine (0.424 mL, 3.04 mmol). The reaction was allowed to warm to room temperature over 30 minutes. The solution was poured into 80% EtOAc/hexane, washed with sat. aq. NaHCO3, water and brine, dried (Na2SO4), filtered, and concentrated in vacuo to provide the titled compound as a yellow oil which was used without further purification in the next reaction.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06632818B2 |
| Source dataset | uspto-grants-2003_10 |
| ORD ID | ord-e804621f8aa54cc8b31f49baf72d372c |
| Source note | uspto-grants-2003_10 |