HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 11123751, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-(Chloromethyl)-2-phenyl-1,3-thiazole | HCID 236969 | — |
| Reactant | methyl (4E)-4-[(4-hydroxyphenyl)methoxyimino]-4-phenylbutanoate | HCID 10946929 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | HCID 11123751 | HCID 11123751 | 63.6% |
Reaction Steps
A mixture of 4-(chloromethyl)-2-phenylthiazole (368 mg), methyl E-4-(4-hydroxybenzyloxyimino)-4-phenylbutyrate (500 mg), potassium carbonate (442 mg) and N,N-dimethylformamide (10 ml) was stirred at room temperature for 18 hours. Water was added to the reaction mixture and extracted with ethyl acetate. The ethyl acetate layer was washed with an aqueous saturated solution of sodium chloride, dried (MgSO4) and concentrated. The residue was subjected to silica gel chromatography to obtain methyl E-4-phenyl-4-[4-(2-phenyl-4-thiazolylmethoxy)benzyloxyimino]butyrate (494 mg, yield 63%) as a colorless oil from an ethyl acetate-hexane (2:9, v/v)-eluted fraction.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06924300B2 |
| Source dataset | uspto-grants-2005_08 |
| ORD ID | ord-43187ba5ee484461bf3952380ffeb3fb |
| Source note | uspto-grants-2005_08 |