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Trifluoroacetic acid → 5-(Diphenylmethyl)-1-[3-(3-hydroxyphenyl)propyl]pyridin-2(1H)-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Trifluoroacetic acid | HCID 6422 | — |
| 反応物 | Pentamethylbenzene | HCID 12784 | — |
| 反応物 | 1-{3-[3-(benzyloxy)phenyl]propyl}-5-(diphenylmethyl)pyridin-2(1H)-one | HCID 68535450 | — |
| 生成物 | 5-(Diphenylmethyl)-1-[3-(3-hydroxyphenyl)propyl]pyridin-2(1H)-one | HCID 68537454 | 90.2% |
反応手順
To the mixture of 1-{3-[3-(benzyloxy)phenyl]propyl}-5-(diphenylmethyl)pyridin-2(1H)-one (200 mg) and TFA (3.0 mL) was added 1,2,3,4,5-pentamethylbenzene (305 mg) at ambient temperature. After stirring for 12 hours, the resulting mixture was evaporated in vacuo and 10% K2CO3 aqueous solution was added to the residue. The aqueous solution was extracted with EtOAc The organic layer was washed with brine, dried over anhydrous MgSO4, filtered and evaporated in vacuo. The residue was purified by silica gel column chromatography (n-hexane:EtOAc=1:1-1:2) to give a 5-(diphenylmethyl)-1-[3-(3-hydroxyphenyl) propyl]pyridin-2(1H)-one (147 mg) as a colorless oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08273745B2 |
| 出典データセット | uspto-grants-2012_09 |
| ORD ID | ord-efbc3b1ea8dd405b8ca7199746aeccd3 |
| 出典メモ | uspto-grants-2012_09 |