Diisobutylaluminum hydride → 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.CC(C[AlH]CC(C)C)C>C(Cl)Cl>[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
実験手順
To a solution of ethyl 2-trifluoromethyl-pyrimidine-5-carboxylate (1 g, 5 mmol) in DCM (23 mL) at −78° C. was added DIBAL-H (6 ml, 6 mmol, 1.0 M solution in toluene) slowly and stirred at the same temperature for 3 h. The mixture was quenched with slow addition of 2M hydrochloric acid and warmed to room temperature. The mixture was extracted with EtOAc (3×20 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated to give the title compound (572 mg, yield: 71.5%). 1H NMR (CDCl3 400 MHz): δppm 10.27 (s, 1H), 9.35 (s, 2H).
後処理
- customThe mixture was quenched with slow addition of 2M hydrochloric acid
- extractionThe mixture was extracted with EtOAc (3×20 mL)
- dry with materialThe combined organic extracts were dried over sodium sulfate
- filtrationfiltered
- concentrationconcentrated
出典と根拠
- ORDレコード
- ord-9f06b4b2fb0a4af2acb0f79653e5ae29
- 出典データセット
- uspto-grants-2015_08
- 特許番号
- US09108938B2
反応ノート
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