HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 22416930, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 3-Aminophenol | HCID 11568 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 22416869 | HCID 22416869 | — |
| Reactant | HCID 22416899 | HCID 22416899 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22416930 | HCID 22416930 | — |
Reaction Steps
3-(6,7-dimethyl-2-quinolinylmethoxy)aniline: 0.35 g of NaH (95%) is added at 0° to a solution of 1.51 g of 3-aminophenol in 30 ml of DMF and then the batch is stirred for 30 min. at 0°. 2.8 g of 2-chloromethyl-6,7-dimethyl-quinoline in solid form are then added and the batch is stirred for a further one hour at 0° and for another hour at 20°. It is then diluted with ethyl acetate, washed with water, dried over Na2SO4 and concentrated by evaporation. The evaporation residue is chromatographed on 250 g of silica gel. The product-containing fractions eluted with toluene/ethyl acetate 95:5 and 9:1 are combined and concentrated by evaporation to give the title compound which is further purified by crystallisation from CH2Cl2 /ether.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05508408 |
| Source dataset | uspto-grants-1996_04 |
| ORD ID | ord-d85fca0a683a4e8fa463119351a244b9 |
| Source note | uspto-grants-1996_04 |