HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tributylphosphine → HCID 23143237, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tributylphosphine | HCID 13831 | — |
| Reactant | 1,1'-(Azodicarbonyl)dipiperidine | HCID 73042 | — |
| Reactant | Ethyl 2-fluoro-3-(4-hydroxyphenyl)propanoate | HCID 12616035 | — |
| Reactant | (4-{[(2-Phenylethyl)(4-phenyl-1,3-thiazol-2-yl)amino]methyl}phenyl)methanol | HCID 23111783 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 23143237 | HCID 23143237 | 78% |
Reaction Steps
To a solution of [4-[[(2-phenylethyl)(4-phenyl-1,3-thiazol-2-yl)amino]methyl]phenyl]methanol (725 mg, 1.81 mmol), ethyl 2-fluoro-3-(4-hydroxyphenyl)propanoate (300 mg, 1.81 mmol) and tributylphosphine (550 mg, 2.72 mmol) in tetrahydrofuran (30 mL) was added 1,1′-(azodicarbonyl)-dipiperidine (685 mg, 2.72 mmol), and the mixture was stirred at room temperature for 16 hr. The insoluble materials were filtered off and the filtrate was concentrated, and the residue was purified by silica gel column chromatography (ethyl acetate:hexane=3:97-40:60) to give the title compound (798 mg, yield 78%, 2 steps) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07585880B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-3855956c83f645fb8264f3b5dcf63dfe |
| Source note | uspto-grants-2009_09 |