[C:1]([NH2:5])([CH3:4])([CH3:3])[CH3:2].C([Li])CCC.CCCCCC.[C:17]1([C:23](OC)=[O:24])[CH2:22][CH2:21][CH:20]=[CH:19][CH:18]=1>C1COCC1.O>[C:1]([NH:5][C:23]([C:17]1[CH2:22][CH2:21][CH:20]=[CH:19][CH:18]=1)=[O:24])([CH3:4])([CH3:3])[CH3:2]t-Butylamine (2.38 g, 0.033 mmol) was dissolved in THF (20 ml), 1.6M solution of n-butyl lithium in hexane (20 ml, 0.032 mol) was added thereto at 0° C. and the mixture was stirred as it was for 40 minutes. A solution of methyl 1,3-cyclohexadiene-1-carboxylate (3 g, 0.0217 mol) synthesized in Example 12 in THF (3 ml) was added dropwise and the solution was further stirred for 30 minutes. The reaction mixture was poured in water, extracted with methylene chloride and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and the residue was purified by silica gel column chromatography (silica gel 60 g, ethyl acetate:hexane=1:5) to obtain 1,3-cyclohexadiene-1-carboxylic acid t-butylamide (1.98 g, 5 1%). This compound has the following NMR spectrum.
読み込み中…
