HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 21253987, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Pivaloyl chloride | HCID 62493 | — |
| Reactant | 4-(Diethylamino)-2-hydroxybenzaldehyde | HCID 87293 | — |
| Catalyst | Tetrabutylammonium hydrogen sulfate | HCID 94433 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 21253987 | HCID 21253987 | 89.5% |
Reaction Steps
In 25 ml of 1,4-dioxane, 1.93 g of 4-diethylaminosalicylaldehyde was dissolved. To the resulting solution, 1.08 g of powdery sodium hydroxide and 12 mg of tetrabutylammonium hydrogensulfate were added, followed by stirring at room temperature. To the resulting heterogeneous solution, a solution of 1.45 g of pivaloyl chloride dissolved in 10 ml of 1,4-dioxane was added over 20 minutes and the mixture was stirred for 1 hour as was. To the reaction mixture, 20 ml of water was added and the mixture was extracted with ethyl acetate. The organic phase was dried over magnesium sulfate and the solvent was distilled off, whereby 2.48 g of the title compound was obtained in the form of a brown oil (yield: 89%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06197968B1 |
| Source dataset | uspto-grants-2001_03 |
| ORD ID | ord-3b0a500bab6947f6ad23b6cbbf0c1247 |
| Source note | uspto-grants-2001_03 |