HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tributylphosphine → HCID 131733390, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tributylphosphine | HCID 13831 | — |
| Reactant | Diamide | HCID 5353800 | — |
| Reactant | HCID 12397048 | HCID 12397048 | — |
| Reactant | HCID 102143846 | HCID 102143846 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 131733390 | HCID 131733390 | 51.2% |
Reaction Steps
To a solution of alcohol 14 (190 mg, 0.43 mmol) and phenol 18 (102 mg, 0.56 mmol) in THF (6 mL) at −10° C. was added PBu3 (0.15 mL, 0.65 mmol) followed by tetramethylazodicarboxamide (TMAD) (111 mg, 0.65 mmol). The reaction mixture was slowly warmed to room temperature and was stirred for 22 hours. Solvent was evaporated under reduced pressure and purified by flash column chromatography on silica gel using [hexane/EtOAc (80:20)→hexane/EtOAc (50:50)] as eluent to isolate product 19b (130 mg, 0.22 mmol, 50%) as a clear oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09126965B1 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-ec8592ddeb784b9aaa52b5ea30a63205 |
| Source note | uspto-grants-2015_09 |