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Water → (3-Methoxyphenyl)(2-(2,4,6-trimethoxybenzylthio)phenyl)methanol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | 3-Methoxybenzaldehyde | HCID 11569 | — |
| 反応物 | (2-Bromophenyl)(2,4,6-trimethoxybenzyl)sulfane | HCID 66870845 | — |
| 反応物 | Butyllithium | HCID 178418339 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 溶媒 | Ethyl acetate hexane | HCID 21226206 | — |
| 生成物 | (3-Methoxyphenyl)(2-(2,4,6-trimethoxybenzylthio)phenyl)methanol | HCID 68643652 | 70% |
反応手順
To a solution of 0.35 g (2-bromophenyl)(2,4,6-trimethoxybenzyl)sulfane (0.96 mmol) in dry THF was added slowly 1.2 eq n-BuLi. The reaction was stirred 25 minutes at −78° C. before 1.2 eq 3-methoxybenzaldehyde was added slowly. The reaction was warmed to ambient temperature and stirred for one additional hour before the addition of water. The mixture was extracted with ethyl acetate. The combined organic extracts were washed with brine, dried over magnesium sulfate, filtered and concentrated. Flash silica chromatography (hexane:ethyl acetate 80:20) afforded 0.288 g product (0.68 mmol, 70% yield).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07550505B2 |
| 出典データセット | uspto-grants-2009_06 |
| ORD ID | ord-89ab2d10ee214669a96c8ff3e20eae51 |
| 出典メモ | uspto-grants-2009_06 |