化工社化工社 化学情報印刷レポート · 研究参考用
Hydrochloric Acid → 3-Bromofuran-2-carboxylic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | 2-Methyl-2-butene | HCID 10553 | — |
| 反応物 | 3-Bromo-2-furaldehyde | HCID 3367271 | — |
| 反応物 | Sodium Chlorite | HCID 23668197 | — |
| 反応物 | Monosodium phosphate | HCID 23672064 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | tert-Butanol | HCID 6386 | — |
| 生成物 | 3-Bromofuran-2-carboxylic acid | HCID 605479 | 74.4% |
反応手順
To a solution of 3-bromofuran-2-carbaldehyde (25.0 g) and 2-methyl-2-butene (45.4 mL) in tert-butanol (250 mL) was added dropwise a solution of 80% sodium chlorite (40.5 g) and sodium dihydrogen phosphate (51.5 g) in water (350 mL) at room temperature, and the mixture was stirred overnight. To the reaction mixture was added 1M hydrochloric acid (300 ml), and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was washed with hexane/ethyl acetate (5/1) and recrystallized from hexane/ethyl acetate to give the title compound (20.3 g). 1H NMR (300 MHz, CDCl3) δ 6.66 (1H, d, J=1.9 Hz), 7.58 (1H, d, J=1.9 Hz).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09150588B2 |
| 出典データセット | uspto-grants-2015_10 |
| ORD ID | ord-bfca6aa4fa6b4082b649bed729f7b7c1 |
| 出典メモ | uspto-grants-2015_10 |