HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 3-[4-[4-(1,1,1,3,3,3-Hexafluoro-2-hydroxypropan-2-yl)-2-propylphenyloxy]-1-methylbutyl]-5-methyl-5-[4-(1-methylethoxy)phenyl]imidazolidine-2,4-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 5-methyl-5-[4-(propan-2-yloxy)phenyl]imidazolidine-2,4-dione | HCID 3052153 | — |
| Reactant | 5-[4-[1,1,1,3,3,3-Hexafluoro-2-(methoxymethyl)oxypropan-2-yl]-2-propylphenyloxy]pentan-2-ol | HCID 59235034 | — |
| Reactant | N-ethoxycarbonyliminocarbamate | HCID 86599450 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-[4-[4-(1,1,1,3,3,3-Hexafluoro-2-hydroxypropan-2-yl)-2-propylphenyloxy]-1-methylbutyl]-5-methyl-5-[4-(1-methylethoxy)phenyl]imidazolidine-2,4-dione | HCID 59234905 | 89% |
Reaction Steps
5-Methyl-5-[4-(1-methylethoxy)phenyl]imidazolidine-2,4-dione (25.8 mg), triphenylphosphine (22.8 mg) and a solution of ethyl azodicarboxylate in toluene (2.2 mol/L, 34.7 μL) were added to a mixed solution of 5-[4-[1,1,1,3,3,3-hexafluoro-2-(methoxymethyl)oxypropan-2-yl]-2-propylphenyloxy]pentan-2-ol (15.0 mg, 34.7 μmol) in tetrahydrofuran (1 mL) at room temperature. After completion of the reaction, the solvent was evaporated, and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=2:1) to obtain 19.0 mg of the title compound (yield: 89%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08168666B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-827e3bd647e44ff2bcb0654c64ae0727 |
| Source note | uspto-grants-2012_05 |