HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoyl isothiocyanate → HCID 86697920, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoyl isothiocyanate | HCID 68284 | — |
| Reactant | HCID 86697921 | HCID 86697921 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86697920 | HCID 86697920 | 100% |
Reaction Steps
To a stirred solution of 5-allyl-6a-(5-fluoro-2-thienyl)-3,3a,4,6-tetrahydro-1H-pyrrolo[3,4-c]isoxazole (4.22 g, 16.59 mmol) in tetrahydrofuran (83 mL) is added benzoyl isothiocyanate (2.7 mL, 19.9 mmol). The resulting solution is stirred under nitrogen at room temperature for 19 hours. The solution is concentrated and the residue is purified by silica gel flash chromatography eluting with hexanes/ethyl acetate (two-step gradient from 80:20 to 70:30 to 60:40) to give the title compound (6.92 g, 100%). ES/MS (m/e): 418 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08629270B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-58756997419040de91754409207fa5bf |
| Source note | uspto-grants-2014_01 |