Diisobutylaluminumhydride → 2-(Trifluoromethyl)pyrimidine-5-carbaldehyde
反応式
[F:1][C:2]([F:15])([F:14])[C:3]1[N:8]=[CH:7][C:6]([C:9](OCC)=[O:10])=[CH:5][N:4]=1.[H-].C([Al+]CC(C)C)C(C)C>ClCCl>[F:15][C:2]([F:1])([F:14])[C:3]1[N:4]=[CH:5][C:6]([CH:9]=[O:10])=[CH:7][N:8]=1参加物
4
反応条件
- 温度
- -78 °C
実験手順
To a solution of ethyl 2-(trifluoromethyl)pyrimidine-5-carboxylate (25.5 g, 116.0 mmol) in dichloromethane (580 mL) at −78° C. was slowly added diisobutylaluminium hydride (1.0 M; 130.0 mL, 130.0 mmol). The mixture was stirred at −78° C. After 2 h, the mixture was quenched via slow addition of hydrochloric acid (2.0 M). The mixture was allowed to warm to ambient temperature. The mixture was extracted with diethyl ether (3×). The combined organic extracts was dried over sodium sulfate, filtered and concentrated to give the title compound (28.2 g).
後処理
- customat −78° C.
- customthe mixture was quenched via slow addition of hydrochloric acid (2.0 M)
- temperatureto warm to ambient temperature
- extractionThe mixture was extracted with diethyl ether (3×)
- dry with materialThe combined organic extracts was dried over sodium sulfate
- filtrationfiltered
- concentrationconcentrated
出典と根拠
- ORDレコード
- ord-2032114121ad44bdb8426a84ed31d0ff
- 出典データセット
- uspto-grants-2013_10
- 特許番号
- US08569512B2
反応ノート
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