HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 86595533, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Chloromethyl Methyl Ether | HCID 7864 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | N-[3,5-bis(trifluoromethyl)phenyl]-2-hydroxy-5-iodo-benzamide | HCID 11190699 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 86595533 | HCID 86595533 | 76.3% |
Reaction Steps
A mixture of N-[3,5-bis(trifluoromethyl)phenyl]-2-hydroxy-5-iodobenzamide (Compound No. 52; 4.75 g, 10 mmol), chloromethyl methyl ether (1.14 ml, 15 mmol), potassium carbonate (2.76 g, 20 mmol) and acetone (50 mL) was refluxed for 8 hours. The reaction mixture was poured into diluted hydrochloric acid and extracted with ethyl acetate. After the organic layer was washed with water and brine, dried over anhydrous magnesium sulfate, the residue obtained by evaporation under reduced pressure was purified by chromatography on silica gel (n-hexane:ethyl acetate=3:1), and recrystallized (n-hexane/ethyl acetate) to give the title compound (3.96 g, 76.3%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07700655B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-bac4eb69d22e40dbbcc84e88346681a7 |
| Source note | uspto-grants-2010_04 |