関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | 2-Thienylmethyltriphenylphosphonium chloride | HCID 11574767 | — |
| 反応物 | 2-Benzyloxy-4-dibutylaminobenzaldehyde | HCID 86667542 | — |
| 反応物 | HCID 178506676 | HCID 178506676 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | [3-Benzyloxy-4-[2-(thiophene-2-yl)vinyl]phenyl]dibutylamine | HCID 68008929 | 92.9% |
反応手順
In a stream of argon, to 25 ml of tetrahydrofuran was added 3.3 g of phenyllithium (19% solution in dibutylether) (7.46 mmol), and 2.68 g (6.79 mmol) of 2-thenyl triphenylphosphonium chloride was added thereto under ice cooling. Next, 2.3 g (6.78 mmol) of 2-benzyloxy-4-dibutylaminobenzaldehyde was dissolved in tetrahydrofuran and added dropwise. The mixture was stirred under ice cooling for 2 hours. After the reaction mixture was poured into water, extraction with ethyl acetate, washing with a saturated saline solution, drying over anhydrous sodium sulfate, and concentration were performed. To the residue, 40 ml of ethyl acetate/hexane (4/1) was added and the precipitate was filtered off. The filtrate was concentrated and then purified by silica gel column chromatography to give 2.64 g of a yellow oily matter (yield: 92.9%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US08846955B2 |
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| 出典データセット | uspto-grants-2014_09 |
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| ORD ID | ord-39765a4373ad458191737110c190b852 |
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| 出典メモ | uspto-grants-2014_09 |
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