HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 12112401, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Reactant | HCID 12112400 | HCID 12112400 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 12112401 | HCID 12112401 | 49% |
Reaction Steps
In a mixture of methylene chloride (1 mL) and pyridine (2 mL) was dissolved 2-[2-(2-chlorophenyl)-5-isopropyloxazol-4-yl]ethanol (159 mg, 0.598 mmol). Under cooling with water, to the solution was added p-toluenesulfonyl chloride (125 mg, 0.658 mmol). The mixture was stirred for 5 hours. The reaction mixture was poured into 1N HCl and extracted with chloroform. The organic layer was successively washed with water, saturated aqueous sodium hydrogen carbonate and saturated brine, dried over sodium sulfate, filtered, and concentrated. The residue was purified by flash chromatography on silica gel (hexane/ethyl acetate=2/1), to obtain the desired compound (123 mg, 49%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07078422B2 |
| Source dataset | uspto-grants-2006_07 |
| ORD ID | ord-d60196164a8444fbb56e9ca8a2f88c55 |
| Source note | uspto-grants-2006_07 |