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2-Bromo-1,1-dimethoxyethane → 2-(4-(Trifluoromethyl)phenyl)thiazole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2-Bromo-1,1-dimethoxyethane | HCID 81672 | — |
| 反応物 | 4-(Trifluoromethyl)thiobenzamide | HCID 2734823 | — |
| 触媒 | Hydrochloric Acid | HCID 313 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | 2-(4-(Trifluoromethyl)phenyl)thiazole | HCID 14601969 | 60% |
反応手順
A stirred solution of 5.0 grams (0.024 mole) of 4-trifluoromethylbenzthioamide, 4.4 grams (0.026 mole) of bromoacetaldehyde dimethyl acetal, and 4 drops of concentrated hydrochloric acid in 50 ml of ethanol was heated at reflux for 18 hours. After this time the reaction mixture was subjected to column chromatography on silica gel. Elution was accomplished using 20% ethyl acetate in hexane. The appropriate fractions were combined and concentrated under reduced pressure, yielding 3.3 grams of 2-(4-trifluoromethylphenyl)thiazole. The nmr spectrum was consistent with the proposed structure. The reaction was repeated several times.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05073564 |
| 出典データセット | uspto-grants-1991_12 |
| ORD ID | ord-52935fdb1b064cff904a505076b8fd46 |
| 出典メモ | uspto-grants-1991_12 |