HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → methyl (4E)-4-[[4-[(5-methyl-2-phenyl-1,3-thiazol-4-yl)methoxy]phenyl]methoxyimino]-4-phenylbutanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | methyl (4E)-4-[(4-hydroxyphenyl)methoxyimino]-4-phenylbutanoate | HCID 10946929 | — |
| Reactant | Thiazole, 4-(chloromethyl)-5-methyl-2-phenyl- | HCID 12794636 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | methyl (4E)-4-[[4-[(5-methyl-2-phenyl-1,3-thiazol-4-yl)methoxy]phenyl]methoxyimino]-4-phenylbutanoate | HCID 11027498 | 71.4% |
Reaction Steps
A mixture of 4-(chloromethyl)-5-methyl-2-phenylthiazol (394 mg), methy E-4-(4-hydroxybenzyloxyimino)-4-phenylbutyrate (500 mg), potassium carbonate (442 mg) and N,N-dimethyformamide (10 ml) was stirred at room temperature for 72 hours. Water was added to the reaction mixture and extracted with ethyl acetate. The ethyl acetate layer was subjected to silica gel chromatography to obtain methy E-4-[4-(5-methyl-2-phenyl-4-thiazolylmethoxy)benzyloxyimino]-4-phenylbutyrate (570 mg, yield 71%) as a colorless oil from an ethyl acetate-hexane (1:5, v/v)-eluted fraction.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06495581B1 |
| Source dataset | uspto-grants-2002_12 |
| ORD ID | ord-b38b886f870b4357aca3eb5cd68195fc |
| Source note | uspto-grants-2002_12 |