HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 66670577, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | HCID 22675181 | HCID 22675181 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 66670577 | HCID 66670577 | 28.6% |
Reaction Steps
4-[3-[2-(2-chlorophenyl)-5-isopropyl-4-oxazolyl]-1-hydroxypropyl]phenol (110 mg, 0.296 mmol) and p-toluene-sulfonic acid monohydrate (17 mg, 0.092 mmol) were refluxed in toluene (2 mL) for 20 hours. After the starting compounds diminished, the reaction mixture was poured into water and extracted with ethyl acetate. The organic layer was collected, washed with water, dried over anhydrous sodium sulfate, and filtered. The ethyl acetate was removed under reduced pressure, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=5/1), to give the desired compound (30 mg) as white crystalline product (yield 28%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06787552B2 |
| Source dataset | uspto-grants-2004_09 |
| ORD ID | ord-a78771ff8fa241bb8d16b729fddca891 |
| Source note | uspto-grants-2004_09 |