HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid monohydrate → 2-Chloro-4-[4-hydroxymethyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | 2-Chloro-4-[4-(tetrahydro-pyran-2-yloxymethyl)-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-benzonitrile | HCID 59296130 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-Chloro-4-[4-hydroxymethyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-benzonitrile | HCID 59296178 | 99.3% |
Reaction Steps
4.1 g 2-Chloro-4-[4-(tetrahydro-pyran-2-yloxymethyl)-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-benzonitrile were dissolved in 50 ml methanol. 320 mg p-toluenesulfonic acid monohydrate were added and the mixture was stirred for one hour at room temperature. The solvent was removed in vacuo and the residue was dissolved in ethylacetate and washed twice with saturated NaHCO3 solution and brine then dried over MgSO4. The solvent was removed in vacuo to obtain 3.4 g 2-Chloro-4-[4-hydroxymethyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-benzonitrile as pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07709509B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-06c4d29afca744658d17a7fb303489e7 |
| Source note | uspto-grants-2010_05 |