HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tributylphosphine → HCID 22175233, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tributylphosphine | HCID 13831 | — |
| Reactant | 1,1'-(Azodicarbonyl)dipiperidine | HCID 73042 | — |
| Reactant | 4,4,4-Trifluorobutan-1-ol | HCID 136307 | — |
| Reactant | HCID 54725276 | HCID 54725276 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22175233 | HCID 22175233 | 88.5% |
Reaction Steps
To a solution of ethyl 6-benzyloxy-4-hydroxy-2-isobutyl-1-oxo-1,2-dihydro-3-isoquinolinecarboxylate (5.93 g, 15 mmol), 4,4,4-trifluorobutanol (2.31 g, 18 mmol) and tributylphosphine (7.5 ml, 30 mmol) in tetrahydrofuran (50 mL) was added 1,1′-(azodicarbonyl)dipiperidine (7.57 g, 30 mmol) and the mixture was stirred at room temperature for 3 h. The reaction mixture was concentrated under reduced pressure and the residue was purified by silica gel column chromatography to give ethyl 6-benzyloxy-2-isobutyl-1-oxo-4-(4,4,4-trifluorobutoxy)-1,2-dihydro-3-isoquinolinecarboxylate (6.71 g, 88.5%) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07034039B2 |
| Source dataset | uspto-grants-2006_04 |
| ORD ID | ord-f91f002366924f0191685b80d2d9ea6a |
| Source note | uspto-grants-2006_04 |