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Hydrochloric Acid → Methyl trans-2-(4-bromobenzoyl)cyclobutanecarboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | 2,2-Dimethoxypropane | HCID 6495 | — |
| 反応物 | trans-2-(4-Bromobenzoyl)cyclobutanecarboxylic acid | HCID 58681302 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | Methyl trans-2-(4-bromobenzoyl)cyclobutanecarboxylate | HCID 58681309 | 78% |
反応手順
To a solution of trans-2-(4-bromobenzoyl)cyclobutanecarboxylic acid (8.2 g, 28.94 mmol) in MeOH (250 mL) was added 2,2-dimethoxypropane (3.65 g, 35.02 mmol) and HCl (4.0 M in dioxane) (2.0 mL). The resulting solution was stirred at rt for 3 days, and then evaporated to dryness. The resulting residue was purified with flash chromatography (Biotage Flash 40M) using 4 to 11% ethyl acetate in hexanes to afford methyl trans-2-(4-bromobenzoyl)cyclobutanecarboxylate (6.21 g, 78%). 1H NMR (400 MHz, CD2Cl2) δ 2.14–2.39 (m, 4H), 3.62 (m, 1H), 3.68 (s, 3H), 4.24 (m, 1H), 7.63 (m, 2H), 7.80 (m, 2H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07091228B2 |
| 出典データセット | uspto-grants-2006_08 |
| ORD ID | ord-faa82ea8037f49a8beba89354950b23d |
| 出典メモ | uspto-grants-2006_08 |