HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 1-Chloro-2-ethynyl-4-(trifluoromethyl)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | {[2-Chloro-5-(trifluoromethyl)phenyl]ethynyl}(trimethyl)silane | HCID 69018463 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-Chloro-2-ethynyl-4-(trifluoromethyl)benzene | HCID 11745773 | — |
Reaction Steps
To a solution of the intermediate from step A (2.7 g, 10 mmol) in 10:1 MeOH:H2O (60 mL) was added potassium carbonate (2.76 g, 20 mmol). The reaction was stirred at room temperature for 15 minutes after which the mixture was poured into a pH 7-phosphate buffer and extracted with methylene chloride (3×). The combined organic layers were then dried over anhydrous MgSO4, filtered and concentrated in vacuo. The resulting oil was used without further purification. 1H NMR (CDCl3, 500 MHz): 7.8 (d, J=1.9 Hz, 1H), 7.5 (m, 2H), 3.48 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07625938B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-e8d40046e1ac43fc9ab30eb3f5202ed8 |
| Source note | uspto-grants-2009_12 |