HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Disulfide → HCID 71128808, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Disulfide | HCID 12232 | — |
| Reactant | HCID 71140771 | HCID 71140771 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 71128808 | HCID 71128808 | — |
Reaction Conditions
| Temperature | -78 °C |
|---|
Reaction Steps
To a cold (−78° C.), stirred solution of the product of step G (90 mg, 0.190 mmol) in THF (1.9 mL) was added n-BuLi (0.9 mL of 2.5 M solution in hexane, 0.228 mmol). After 10 min, dimethyldisulfide (23.2 mg, 0.247 mmol) was added and the mixture stirred for 45 min at −78° C. The reaction was quenched with a saturated aqueous solution of NH4Cl, and the aqueous layer was extracted with EtOAc (×3). The combined organic layers were dried over anhydrous MgSO4, filtered, and concentrated under vacuum to leave a residue which was purified by column chromatography on silica (elution with 5:1 hexane:ethyl acetate) to yield the title compound. MS (ESI) m/z 442 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09006228B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-f4f5bd5a896f455eb869d6900545394c |
| Source note | uspto-grants-2015_04 |