反応式
[Na:1][C:2]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)([C:8]([O:10][CH2:11][CH3:12])=[O:9])[C:3]([O:5][CH2:6][CH3:7])=[O:4].[H-].[Na+].[C:21]1([CH:27]([C:33]([O:35][CH2:36][CH3:37])=[O:34])[C:28]([O:30][CH2:31][CH3:32])=[O:29])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.[F:38]C(F)(F)S([N:43]([F:54])C1C(F)=C(F)N=C(F)C=1F)(=O)=O>C1COCC1>[Na:1][C:2]([C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1)([C:3]([O:5][CH2:6][CH3:7])=[O:4])[C:8]([O:10][CH2:11][CH3:12])=[O:9].[F-:38].[F:54][N+:43]12[CH2:33][CH2:27][CH:21]([CH2:26][CH2:25]1)[CH2:22][CH2:23]2.[F:38][C:27]([C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1)([C:28]([O:30][CH2:31][CH3:32])=[O:29])[C:33]([O:35][CH2:36][CH3:37])=[O:34]参加物
反応物 4
生成物 3
試薬・触媒・溶媒 1
実験手順
A solution of diethyl sodio(phenyl)malonate in anhydrous THF [prepared in conventional fashion by adding a 60% dispersion of NaH (0.64 mmol) in oil to PhCH(CO2Et)2 (0.15 g, 0.635 mmol) dissolved in THF (10 cm3)] was added dropwise to a cold (-10° C.) THF solution (15 cm3) of a 9:1 molar mixture (from the experiment described immediately above) of perfluoro-[N-fluoro-N-(4-pyridyl)methanesulfonamide] and its N-H precursor containing 0.20 g (0.63 mmol) of the N-F compound. The reaction mixture was allowed to warm to room temperature, then worked-up as described by R. E. Banks et al (J. Chem. Soc., Perkin Trans I, 1988 2805) for the product from the fluorination of diethyl sodio(phenyl)malonate with N-fluoroquinuclidinium fluoride, to provide diethyl fluoro(phenyl)malonate (0.15 g, 0.59 mmol, 93%) as a colourless oil [Found: C, 61.5; H, 6.2%; M (mass spec.) 254. Calc. for C13H15FO4 : C, 61.4; H, 5.9%; M, 254] with correct spectroscopic properties (i.r.; 1H and 19F n.m.r.).
出典と根拠
- ORDレコード
- ord-6f40f775a5024c6aad568afe4abe877f
- 出典データセット
- uspto-grants-1993_07
- 特許番号
- US05227493
関連ノート
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