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Triethylamine → 4-[(5-Formylimidazol-1-yl)methyl]benzonitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Ethyl Acetate | HCID 8857 | — |
| 反応物 | 1-(4-Cyanobenzyl)-5-hydroxymethyl-1H-imidazole | HCID 10198247 | — |
| 溶媒 | Dimethyl Sulfoxide | HCID 679 | — |
| 生成物 | 4-[(5-Formylimidazol-1-yl)methyl]benzonitrile | HCID 10632289 | 88% |
反応手順
To a solution of the alcohol from Step D (21.5 g, 101 mmol) in 500 mL of DMSO at room temperature was added triethylamine (56 mL, 402 mmol), then SO3 -pyridine complex (40.5 g, 254 mmol). After 45 minutes, the reaction was poured into 2.5 L of EtOAc, washed with water (4×1 L) and brine, dried (Na2SO4), filtered, and concentrated in vacuo to provide the aldehyde (18.7 g, 88% yield) as a white powder which was sufficiently pure for use in the next step without further purification.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05859012 |
| 出典データセット | uspto-grants-1999_01 |
| ORD ID | ord-a06acc008c224dd082b19035cc9f24d7 |
| 出典メモ | uspto-grants-1999_01 |