HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → {3-[3-(2-chloro-3-trifluoromethyl-benzylamino)-propoxy]-phenyl}-acetic Acid Methyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Chloro-3-(trifluoromethyl)benzylamine | HCID 5224207 | — |
| Reactant | Methyl [3-(3-bromopropoxy)phenyl]acetate | HCID 10565189 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | {3-[3-(2-chloro-3-trifluoromethyl-benzylamino)-propoxy]-phenyl}-acetic Acid Methyl Ester | HCID 69254653 | 75.6% |
Reaction Steps
A solution of [3-(3-bromo-propoxy)-phenyl]-acetic acid methyl ester (1.5 g, 5.26 mmol) and 2-chloro-3-trifluoromethyl-benzylamine (1 g, 4.77 mmol) in acetonitrile (300 ml) was treated with solid potassium carbonate (0.79 g, 5.74 mmol). The reaction was heated to reflux and stirred overnight. Upon cooling to room temperature, the reaction was filtered through a pad of celite, washed with EtOAc, and the filtrate was concentrated in vacuo. The crude product was purified by column chromatograph (EtOAc:Hexane/30:90) to give the title compound as an oil (1.5 g, 50%). MS m/e 402.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07365085B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-eeffc4fe615649d48e442c90a3331bd2 |
| Source note | uspto-grants-2008_04 |