HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 86760841, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 2-Butene, 1-bromo- | HCID 122414 | — |
| Reactant | 2,2,2-Trifluoro-N-[2-(2-iodo-5-methoxyphenyl)ethyl]acetamide | HCID 22292772 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 86760841 | HCID 86760841 | 68.3% |
Reaction Steps
A solution of N-trifluoroacetyl-2-iodo-5-methoxyphenethylamine (6.68 g, 17.9 mmol) in toluene (100 mL) was treated with K2CO3 (3.22 g, 23.3 mmol), KOH (3.01 g, 53.7 mmol), n-Bu4NBr (0.580 g, 1.80 mmol) and crotyl bromide (3.15 g, 23.3 mmol). The mixture was stirred at 75 C for 16 hours, cooled to 20 C, diluted with Et2O (500 mL), washed with 10% aqueous HCl (500 mL) and concentrated. Flash chromatography (10% EtOAc in hexane, silica) resulted in 5.22 g of a clear oil. MS calculated for C15H17F3INO2+H: 428, observed: 428.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07514422B2 |
| Source dataset | uspto-grants-2009_04 |
| ORD ID | ord-6e76c417142d4c78b49d19aea9462994 |
| Source note | uspto-grants-2009_04 |