HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium tert-butoxide → HCID 69099792, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | HCID 59643195 | HCID 59643195 | — |
| Catalyst | Methyltriphenyliphosphonium bromide | HCID 74505 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69099792 | HCID 69099792 | 30% |
Reaction Steps
A solution of methyltriphenylphosphonium bromide (101 mg; 0.28 mmol) in 0.76 ml of THF was treated under nitrogen with potassium tert-butoxide (0.28 ml of a 1M solution in tert-butanol). After 10 minutes, ethyl 2-[4-(2-{(5-acetylpyridin-2-yl)[4-(trifluoromethyl)benzyl]amino}ethyl)phenoxy]-2-methylpropanoate (100 mg; 0.19 mmol) was added. After 2 hours the reaction mixture was concentrated and the residue was partitioned between ethyl acetate and water. The organic phase was dried over sodium sulfate and concentrated. Purification by flash chromatography using 10% ethyl acetate-hexane mixtures afforded ethyl 2-[4-(2-{(5-isopropenylpyridin-2-yl)[4-(trifluoromethyl)benzyl]amino}ethyl)phenoxy]-2-methylpropanoate (30 mg; 30% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07319104B2 |
| Source dataset | uspto-grants-2008_01 |
| ORD ID | ord-9c8be63b07474ba3b193410a9cf1da9f |
| Source note | uspto-grants-2008_01 |