Ammonium Chloride → 1H-Pyrrole, 2-(3,3,3-trifluoropropyl)-
反応式
[F:1][C:2]([F:12])([F:11])[CH2:3][CH2:4][C:5](=O)[CH2:6][CH2:7][CH:8]=O.[Cl-].[NH4+:14]>C(O)C.C(OCC)(=O)C>[F:1][C:2]([F:12])([F:11])[CH2:3][CH2:4][C:5]1[NH:14][CH:8]=[CH:7][CH:6]=1参加物
5
実験手順
Crude 7,7,7-trifluoro-4-oxo-heptanal (10 g, prepared above) in ethanol (100 ml) was treated with ammonium chloride (400 mmol, 21 g), then heated to reflux for 1 h. The resulting solution was diluted with ethyl acetate (300 ml) and washed with brine (2×50 ml). The organics were concentrated under reduced pressure. Purification of the residue by silica gel chromatography provided 1.3 g (21% overall from 4,4,4-trifluorobutyric acid) of 2-(3,3,3-trifluoro-propyl)-1H-pyrrole. 1H NMR (CDCl3) δ 7.98 (1H, br s), 6.71 (1H, dd, J=4.1, 2.6), 6.15 (1H, dd, J=5.9, 2.8), 5.99-5.94 (1H, m), 2.92-2.85 (2H, m), 2.52-2.35 (2H, m).
後処理
- temperatureheated
- temperatureto reflux for 1 h
- washwashed with brine (2×50 ml)
- concentrationThe organics were concentrated under reduced pressure
- customPurification of the residue by silica gel chromatography
出典と根拠
- ORDレコード
- ord-98af0c0d73c342388edb728aacb7ffcd
- 出典データセット
- uspto-grants-2005_03
- 特許番号
- US06872745B2
反応ノート
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