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1-(3-Hydroxy-4-methoxyphenyl)ethanone → methyl 4-[[(E)-1-(3-hydroxy-4-methoxyphenyl)ethylideneamino]oxymethyl]benzoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1-(3-Hydroxy-4-methoxyphenyl)ethanone | HCID 95693 | — |
| 反応物 | Methyl 4-[(aminooxy)methyl]benzenecarboxylate hydrochloride | HCID 18526030 | — |
| 生成物 | methyl 4-[[(E)-1-(3-hydroxy-4-methoxyphenyl)ethylideneamino]oxymethyl]benzoate | HCID 25100250 | 82% |
反応手順
Acetophenone 12 (50 mg, 0.301 mmol) was condensed with O-(4-carbomethoxybenzyl)hydroxylamine hydrochloride (27) (72 mg, 0.331 mmol) according to the general procedure II-B defined above. After being heated at reflux for 15 h the reaction mixture was cooled and the solvent removed under reduced pressure. The ensuing residue was dissolved in CH2Cl2 (15 mL) and the resulting solution washed with H2O (2×10 mL) then dried (MgSO4), filtered and concentrated under reduced pressure. The residue thus obtained was subjected to flash chromatography (1:9 v/v ethyl acetate/hexane elution) to afford the title compound CP30263 (71 mg, 82%) as a white solid, m.p. 97.7-98.7° C., Rf 0.5 in 1:1 v/v ethyl acetate/hexane.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08536157B2 |
| 出典データセット | uspto-grants-2013_09 |
| ORD ID | ord-74f79918fd0142078427e8c33f1bd1af |
| 出典メモ | uspto-grants-2013_09 |