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Bromine → 2-Bromo-6-(1,3-dioxoisoindolin-2-yl)hexanoic Acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Bromine | HCID 24408 | — |
| 反応物 | 1,3-Dihydro-1,3-dioxo-2H-isoindole-2-hexanoic acid | HCID 78185 | — |
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 反応物 | Sodium Bisulfite | HCID 23665763 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 2-Bromo-6-(1,3-dioxoisoindolin-2-yl)hexanoic Acid | HCID 13622640 | 91.9% |
反応手順
Treat dropwise a mixture of 6-phthalimidocaproic acid (12.7 g, 48 mmol) and dry red phosphorous (1.95 g, 63 mmol) with bromine (12.7 mL, 246 mmol) at 0° C. Warm the resulting lumpy mixture to room temperature and heat to 80° C. for 3 hours. Cool the reaction mixture to room temperature, pour into water (300 mL) containing NaHSO3, and neutralize using solid NaHCO3. Wash the aqueous layer with diethyl ether (150 mL) and acidify with concentrated hydrochloric acid. Collect the pale yellow precipitate by filtration and dry to give 2-bromo-6-phthalimidocaproic acid (15 g, 91.5% yield).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06953788B1 |
| 出典データセット | uspto-grants-2005_10 |
| ORD ID | ord-4994cd6bab324fcc93d3c5d25da9512c |
| 出典メモ | uspto-grants-2005_10 |