Acetic Acid → 3-(2,3,6-Trifluorophenyl)but-3-en-2-one
反応式
[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[C:4]([F:9])[C:3]=1[CH2:10][C:11](=[O:13])[CH3:12].[C:14](O)(=O)C.N1CCCCC1.C=O>CC#N>[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[C:4]([F:9])[C:3]=1[C:10](=[CH2:14])[C:11](=[O:13])[CH3:12]参加物
6
反応条件
- 温度
- 70 °C
実験手順
A solution of 18 (3.5 g, 18.6 mmol), acetic acid (0.34 ml, 5.58 mmol), piperidine (0.37 ml, 3.72 mmol), formaldehyde (6.0 g, 37% aqueous solution) in MeCN (20 mL) was heated over weekend. The conversion was about 60%. Reaction was heated to 70° C. overnight. The mixture was concentrated and extracted with MTBE and HCl (0.5N). The organic layer was washed with aqueous K2CO3 (0.5N) and water, in turns. The organic layer was concentrated. The product was isolated by chromatography column (hexane and EtOAc), yielding 31 (2.29 g, 61.5%).
後処理
- customReaction
- concentrationThe mixture was concentrated
- extractionextracted with MTBE and HCl (0.5N)
- washThe organic layer was washed with aqueous K2CO3 (0.5N) and water, in turns
- concentrationThe organic layer was concentrated
- customThe product was isolated by chromatography column (hexane and EtOAc)
出典と根拠
- ORDレコード
- ord-f5207df9259a43d1a355e67e473d0a50
- 出典データセット
- uspto-grants-2015_11
- 特許番号
- US09174989B2
反応ノート
読み込み中…