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Tetrahydrofuran → 7,9-Difluoro-5-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-5H-6-oxa-chrysen-2-ol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Tetrahydrofuran | HCID 8028 | — |
| 反応物 | Ammonium Chloride | HCID 25517 | — |
| 反応物 | Potassium tert-butoxide | HCID 23665647 | — |
| 反応物 | 5-(Hydroxy-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methyl)-6-(2,3,5-trifluoro-phenyl)-naphthalen-2-ol | HCID 67004819 | — |
| 生成物 | 7,9-Difluoro-5-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-5H-6-oxa-chrysen-2-ol | HCID 11785063 | 90% |
反応手順
Dissolve 5-{hydroxy-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methyl}-6-(2,3,5-trifluoro-phenyl)-naphthalen-2-ol (4.3 g, 3.0 mmol) in dry THF (85 mL). Add KOtBu (2.4 g, 21.3 mmol) and stir at room temperature for 3 hours. Pour into saturated aqueous ammonium chloride and extract twice with methylene chloride. Dry the organic layer with sodium sulfate, filter and concentrate in vacuo to yield 3.7 g (90%) of the title compound: mass spectrum (ion spray) m/z=488.2 (M+H). The mixture is purified by chiral chromatography (conditions P). The two isomers eluted with retention times of 6.9 and 8.6 minutes.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08217032B2 |
| 出典データセット | uspto-grants-2012_07 |
| ORD ID | ord-d9546a1889b84eae819866f34a05caf0 |
| 出典メモ | uspto-grants-2012_07 |