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Hydrochloric Acid → 2,2,3,3,4,4,4-heptafluoro-N-[2-(cyanomethyl)phenyl]butanamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Heptafluorobutyryl Chloride | HCID 67810 | — |
| 反応物 | Phenylglycine nitrile | HCID 76307 | — |
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 2,2,3,3,4,4,4-heptafluoro-N-[2-(cyanomethyl)phenyl]butanamide | HCID 14253805 | 95% |
反応手順
A mixture of 2-aminobenzylcyanide (15 g) [Rousseau et al., JACS 72, 3047 (1950)], diisopropylethylamine (16 g) and dichloromethane (400 mL) was cooled in an ice bath under a nitrogen atmosphere. Heptafluorobutyryl chloride (28.9 g) in dichloromethane (100 mL) was added dropwise and the reaction was left to warm gradually to room temperature overnight. A 10% aqueous HCl solution was added and the organic phase was separated and dried over MgSO4. After filtration and concentration with a rotary evaporator, the crude, orange oil (42 g) was purified by high pressure liquid chromatography to give 35.4 g of 2,2,3,3,4,4,4-heptafluoro-N-[2-(cyanomethyl)phenyl]butanamide as a white solid, m.p. 76°-79° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04764623 |
| 出典データセット | uspto-grants-1988_08 |
| ORD ID | ord-66d1551a95aa45a89c0c098e44838954 |
| 出典メモ | uspto-grants-1988_08 |