HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tributylphosphine → HCID 23159930, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tributylphosphine | HCID 13831 | — |
| Reactant | 1,1'-(Azodicarbonyl)dipiperidine | HCID 73042 | — |
| Reactant | Ethyl 3-(2-fluoro-4-hydroxyphenyl)propanoate | HCID 23082888 | — |
| Reactant | HCID 23157444 | HCID 23157444 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 23159930 | HCID 23159930 | 88.6% |
Reaction Steps
To a mixture of (4-([5-(benzyloxy)-3-tert-butyl-1H-pyrazol-1-yl]methyl)phenyl)methanol (0.60 g, 1.7 mmol), ethyl 3-(2-fluoro-4-hydroxyphenyl)propanoate (0.40 g, 1.9 mmol), tributylphosphine (0.85 mL, 3.4 mmol) and tetrahydrofuran (50 mL) was added 1,1′-(azodicarbonyl)dipiperidine (0.86 g, 3.4 mmol), and the mixture was stirred at room temperature for 2 hr. The reaction solution was concentrated under reduced pressure, diisopropyl ether was added to the residue, the insoluble material was filtered off, and the filtrate was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (ethyl acetate:hexane=1:4) to give the title compound (0.82 g, yield 88%) as a colorless oil. MS: m/z 545 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07517910B2 |
| Source dataset | uspto-grants-2009_04 |
| ORD ID | ord-bfadc5561b5544d8b76feea7b854d354 |
| Source note | uspto-grants-2009_04 |