HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 68829612, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 68830320 | HCID 68830320 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68829612 | HCID 68829612 | 89.7% |
Reaction Steps
To a solution of 2-{[3-cyano-2-isobutyl-4-(4-methylphenyl)quinolin-6-yl]oxy}ethyl acetate (4.0 g, 9.9 mmol) in tetrahydrofuran (20 ml)-methanol (20 ml) was added 2N aqueous sodium hydroxide solution (20 ml). The obtained mixture was stirred at room temperature for 3 hrs. Water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The extract was washed successively with saturated aqueous sodium hydrogen carbonate and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was crystallized from diisopropyl ether to give 6-(2-hydroxyethoxy)-2-isobutyl-4-(4-methylphenyl)quinoline-3-carbonitrile (3.2 g, yield 89%) as crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07547710B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-07c6b9cde4a049f880a9ecffb5af20c4 |
| Source note | uspto-grants-2009_06 |