HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 67338768, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | Tetrahydro-2H-thiopyran-4-ol | HCID 576296 | — |
| Reactant | tert-Butyl 2-oxo-2,3-dihydro-1H-benzimidazole-1-carboxylate | HCID 2756037 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67338768 | HCID 67338768 | — |
Reaction Steps
Diethyl azodicarboxylate (446 mg, 2.56 mmol) was added to a solution of tert-butyl 2-oxo-2,3-dihydro-1H-benzimidazole-1-carboxylate (J. Org. Chem., 1995, 60, 1565-1582) (500 mg, 2.13 mmol), triphenylphosphine (672 mg, 2.56 mmol), and tetrahydro-2H-thiopyran-4-ol (Chem. Comm., 2002, 10, 1070-1071) (303 mg, 2.56 mmol) in THF (10 mL). After 20 h, the reaction was concentrated in vacuo and the crude product purified by silica gel column chromatography, eluting with a gradient of hexane:EtOAc—100:0 to 95:5, to give the title compound. MS: m/z=335 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08173655B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-05f9d06a373d4e67a93c9f46ae1d50bd |
| Source note | uspto-grants-2012_05 |