HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfoxide → HCID 59565751, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 59565653 | HCID 59565653 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 59565751 | HCID 59565751 | 78.6% |
Reaction Steps
To a mixture of 1-[5-benzyloxy-4-methoxy-2-(5-methyl-[1,2,4]oxadiazol-3-yl)phenyl]ethanol (reference example 6-2) (467 mg), triethylamine (0.956 mL) and dimethyl sulfoxide (6 mL) was added a mixture of pyridine sulfur trioxide complex (655 mg) and dimethyl sulfoxide (2 mL). After stirring at room temperature for 2 hours, water and ethyl acetate were added to the mixture. The separated organic layer was washed with 2 mol/L hydrochloric acid and brine successively, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: 25%-34% ethyl acetate/hexane, gradient elution) to give the title compound (365 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07923462B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-d821afbfaed949a0a9b61af0d1450d86 |
| Source note | uspto-grants-2011_04 |