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HRID 28733作成日:2026年10月25日

N-bromobutanimide → 2-Bromo-3-ethoxycyclopent-2-enone

https://huagongshe.com/reaction/28733

反応式

関与物質

役割名称HCID仕込み量
反応物N-bromobutanimideHCID 67184—
反応物3-Ethoxycyclopent-2-en-1-oneHCID 89777—
溶媒Carbon TetrachlorideHCID 5943—
生成物2-Bromo-3-ethoxycyclopent-2-enoneHCID 10726911—

反応手順

3-Ethoxy-cyclopent-2-enone (Intermediate NINE1) (commercially available from Aldrich) (10.0 g, 77.6 mmol) in carbon tetrachloride (15 mL) at 0° C. was treated with NBS (15.3 g, ˜85 mmol) added portion-wise over 30 m. After 1 h at 0° C. the mixture was partitioned between CH2Cl2 and saturated NaHCO3. The aqueous layer was extracted with CH2Cl2. The pooled organic layers were washed with H2O (2×) and dried over MgSO4. The mixture was filtered and evaporated to dryness. The solid was recrystallized from pentane:ether to give 13.3 g of 2-bromo-3-ethoxy-cyclopent-2-enone (Intermediate NINE2).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07419994B2
出典データセットuspto-grants-2008_09
ORD IDord-9b61efe99d314c19ac1f0bac070f5faa
出典メモuspto-grants-2008_09