Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | Benzene | HCID 241 | — |
| Reactant | Ethanolamine | HCID 700 | — |
| Reactant | HCID 53852853 | HCID 53852853 | — |
| Catalyst | Zinc acetate (USP) | HCID 2724192 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 54000011 | HCID 54000011 | 24% |
Reaction Steps
Ethylene glycol (2 ml) and benzene (10 ml) were added to 2-(3-methylphenoxymethyl)-α-methoxyiminophenylacetonitrile (1.0 g, 3.6 mmol), 2-aminoethanol (400 mg, 6.6 mmol) and zinc acetate dihydrate (100 mg, 0.46 mmol), and the mixture was subjected to azeotropic dehydration and stirred at 100° C. for 20 hours. After allowing the mixture to stand for cooling, ethyl acetate was added to the reaction mixture. The mixture was washed successively with water and saturated brine and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography on silica gel (ethyl acetate/n-hexane) to give 2-(3-methylphenoxymethyl)phenyl 2-oxazolin-2-yl ketone O-methyloxime (280 mg,24%) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06048885 |
|---|
| Source dataset | uspto-grants-2000_04 |
|---|
| ORD ID | ord-798a0503053f440395bd8b2cc694bf03 |
|---|
| Source note | uspto-grants-2000_04 |
|---|