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3-Hydroxybenzaldehyde → 3-[2-(2-Methoxyethoxy)ethoxy]benzaldehyde
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 3-Hydroxybenzaldehyde | HCID 101 | — |
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | 1-Bromo-3,6-dioxaheptane | HCID 123532 | — |
| 溶媒 | Acetone | HCID 180 | — |
| 生成物 | 3-[2-(2-Methoxyethoxy)ethoxy]benzaldehyde | HCID 22574324 | 19.6% |
反応手順
A mixture of 3.66 g of 3-hydroxybenzaldehyde, 4.6 g of powdered potassium carbonate, and 5.5 g of 1-bromo-2-(2-methoxyethoxy)ethane in 40 ml of acetone is stirred and refluxed under nitrogen for 18 h, then cooled and filtered. The filtrate is concentrated under reduced pressure, and the residue partitioned between CH2Cl2 and 1N NaOH. The aqueous phase is extracted with two additional portions of CH2Cl2, and the combined organic extracts dried (MgSO4) and concentrated under reduced pressure. Flash chromatography of the residue on silica using 20% EtOAc in CH2Cl2 affords 1.32 g of the title compound as a pale yellow oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06852731B2 |
| 出典データセット | uspto-grants-2005_02 |
| ORD ID | ord-a3e80b08b9594f99806af366d9dccee3 |
| 出典メモ | uspto-grants-2005_02 |