HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tributylphosphine → Ethyl 3-(3-(((2'-fluoro-5'-methoxy-2-neopentyl-[1,1'-biphenyl]-4-yl)oxy)methyl)phenyl)hex-4-ynoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tributylphosphine | HCID 13831 | — |
| Reactant | 1,1'-(Azodicarbonyl)dipiperidine | HCID 73042 | — |
| Reactant | 2'-Fluoro-5'-methoxy-2-neopentyl-[1,1'-biphenyl]-4-ol | HCID 117759632 | — |
| Reactant | Ethyl 3-(3-(hydroxymethyl)phenyl)hex-4-ynoate | HCID 117760135 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Ethyl 3-(3-(((2'-fluoro-5'-methoxy-2-neopentyl-[1,1'-biphenyl]-4-yl)oxy)methyl)phenyl)hex-4-ynoate | HCID 117759726 | 82.1% |
Reaction Steps
Under a nitrogen atmosphere, to a solution of ethyl 3-(3-(hydroxymethyl)phenyl)hex-4-ynoate (100 mg) and 2′-fluoro-5′-methoxy-2-neopentyl-[1,1′-biphenyl]-4-ol (117 mg) in THF (5.8 mL) were added 1,1′-(azodicarbonyl)dipiperidine (164 mg) and tributylphosphine (160 μL) at room temperature, and the mixture was stirred for 16 hr. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (172 mg) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09382188B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-5ff2a2e95a3a475693d9471154251cd8 |
| Source note | uspto-grants-2016_07 |