HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 3-[4-(2-Benzyloxy-4-ethyl-phenoxy)-3-fluoro-phenylamino]-propan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Bromo-1-propanol | HCID 12308 | — |
| Reactant | 4-(2-Benzyloxy-4-ethylphenoxy)-3-fluoroaniline | HCID 59191222 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-[4-(2-Benzyloxy-4-ethyl-phenoxy)-3-fluoro-phenylamino]-propan-1-ol | HCID 59191267 | 68.3% |
Reaction Steps
4-[2-(benzyloxy)-4-ethylphenoxy]-3-fluoroaniline (500 mg, 1.48 mmol), K2CO3 (1.23 g, 8.9 mmol) and 3-bromo-1-propanol (410 mg, 2.9 mmol) were taken in dry DMF (2 ml) in a microwave vial and was subjected to microwave at 180° C. for 2 h. The reaction mixture was filtered over celite and the residue washed thouroughly with ethyl acetate. The combined organic fractions including the filtrate were washed with water, brine, dried over Na2SO4 and concentrated. The crude obtained was combined with earlier crude products obtained from a 100 mg and 200 mg batches and purified together by column chromatography over silica gel using 40% ethylacetate in pet ether as eluant to get 400 mg (42.6%) of pure title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08722746B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-e11b7143bad0444d9093299b5edb752f |
| Source note | uspto-grants-2014_05 |