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Sodium Sulfite → 6-chloro-5-[4-(3-hydroxypropyl)phenyl]-1H-indole-3-carboxylic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium Sulfite | HCID 24437 | — |
| 反応物 | Sodium Chlorite | HCID 23668197 | — |
| 反応物 | Monosodium phosphate | HCID 23672064 | — |
| 反応物 | 6-chloro-5-[4-(3-hydroxypropyl)phenyl]-1H-indole-3-carbaldehyde | HCID 86698752 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | 2-Methyl-2-butene t-butanol water | HCID 23084028 | — |
| 生成物 | 6-chloro-5-[4-(3-hydroxypropyl)phenyl]-1H-indole-3-carboxylic acid | HCID 86698753 | 14% |
反応手順
To 6-chloro-5-[4-(3-hydroxypropyl)phenyl]-1H-indole-3-carbaldehyde (40 mg, 0.13 mmol) in 2-methyl-2-butene/t-butanol/water (v/v/v=1/1/1, 6 mL) was added sodium dihydrogen phosphate (30.5 mg, 0.254 mmol) and sodium chlorite (23 mg, 0.25 mmol) at room temperature. The resulting mixture was stirred at room temperature for 14 hours. The reaction mixture was added sodium sulfite (0.254 mmol), diluted with water, extracted with EtOAc, then concentrated in vacuo and purified via preparative HPLC to give the title compound (6.0 mg, 14% yield).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08889730B2 |
| 出典データセット | uspto-grants-2014_11 |
| ORD ID | ord-d57b8685538e46dcb79054233b08a41f |
| 出典メモ | uspto-grants-2014_11 |