HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 90990409, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-(Trifluoromethyl)benzoyl chloride | HCID 67607 | — |
| Reactant | HCID 58522032 | HCID 58522032 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 90990409 | HCID 90990409 | — |
Reaction Steps
A solution of tert-butyl{2-[(4-aminophenyl)ethynyl]-4-chlorophenoxy}acetate (Intermediate 222; 72 mg; 0.20 mmol) and triethylamine (83 μl; 0.60 mmol) in DCM (2 ml) was treated with 4-(trifluoromethyl)-benzoyl chloride (30 μl; 0.20 mmol). After stirring at RT for 1 hour, the reaction was quenched with a saturated aqueous ammonia solution (1 mL). EtOAc and a saturated NH4Cl solution in water were added, the phases separated and the organic phase was dried over MgSO4 and concentrated under reduced pressure. The resulting residue was purified by flash column chromatography (silica), eluting with cyclohexane containing increasing amounts of EtOAc to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08273769B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-2aa00e5d19c341bd82c4758b2e456643 |
| Source note | uspto-grants-2012_09 |