Dimethylformamide → Dimethyl 3-ethyl-5-methoxyphthalate
反応式
[C:1]([O-])([O-])=O.[K+].[K+].CI.[CH2:9]([C:11]1[CH:19]=[C:18]([O:20][CH3:21])[CH:17]=[C:13]([C:14]([OH:16])=[O:15])[C:12]=1[C:22]([OH:24])=O)[CH3:10].CN([CH:28]=[O:29])C>>[CH2:9]([C:11]1[CH:19]=[C:18]([O:20][CH3:21])[CH:17]=[C:13]([C:14]([O:16][CH3:1])=[O:15])[C:12]=1[C:22]([O:29][CH3:28])=[O:24])[CH3:10]参加物
5
実験手順
K2CO3 (63.9 g, 462 mmol) and MeI (28.8 mL, 462 mmol) were added to a solution of compound H (34.6 g, 154 mmol) in DMF (500 mL) at 0° C. The mixture was warmed to room temperature and stirred for 2 h, and at 40° C. for 1 h. MeI (28.8 mL, 462 mmol) was added and the mixture was stirred for 14 h. Additional MeI (28.8 mL, 462 mmol) was then added to the reaction mixture. After being stirred for 8 h, the mixture was concentrated in vacuo and water was added to the residue. The aqueous phase was extracted 3 times with ethyl acetate and the combined organic phases were washed with H2O, then brine, and dried over Na2SO4. The organic phase was then concentrated in vacuo and purified by silica gel column chromatography (ethyl acetate:hexane=1:6), yielding the desired compound I (36.0 g, 143 mmol) as a pale-yellow oil.