Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Neopentyl alcohol | HCID 6404 | — |
| Reactant | Cyanomethylenetributylphosphorane | HCID 4622928 | — |
| Reactant | HCID 117760052 | HCID 117760052 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 117759660 | HCID 117759660 | 52.1% |
Reaction Steps
Under a nitrogen atmosphere, to a solution of ethyl 3-cyclopropyl-3-(3-(((2′-fluoro-2-hydroxy-5′-methoxybiphenyl-4-yl)oxy)methyl)phenyl)propanoate (195 mg), 2,2-dimethyl-1-propanol (79 mg) in toluene (5.0 mL) was added cyanomethylenetributylphosphorane (0.25 mL), and the mixture was stirred at 100° C. for 2 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. 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 (117 mg) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09382188B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-7de4deb8b2f248eda9656088a52ea1b8 |
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| Source note | uspto-grants-2016_07 |
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