Dimethylformamide → HCID 82677013, 화합물

반응식

C([N:4]([CH2:8][CH3:9])[CH:5]([CH3:7])C)(C)C.IC[C:12]1[CH:17]=[CH:16][C:15]([CH2:18][CH2:19]C)=[CH:14][CH:13]=1.S([O-])([O-])(=O)=[O:22].[Mg+2].CN([CH:30]=[O:31])C>>[CH2:14]([C:15]1[CH:18]=[CH:19][C:9]([CH2:8][NH:4][CH2:5][C:7]([O:31][CH3:30])=[O:22])=[CH:17][CH:16]=1)[CH2:13][CH3:12]

참가 물질

반응물 4

HCID 6228Dimethylformamide

HCID 24083Sulfuric acid magnesium salt (1:1)

HCID 81531Diisopropylethylamine

HCID 86690145HCID 86690145, 화합물

생성물 1

HCID 82677013HCID 82677013, 화합물수율 77%

실험 절차

Under argon condition, glycine methyl ether (448 mg, 3.57 mmol) was dissolved in 5 mL of dry DMF and then N,N-diisopropylethylamine (DIPEA; 777 μL, 4.46 mmol) and 1-(iodomethyl)-4-propylbenzene (232 mg, 0.892 mmol) were added. The reaction mixture was then stirred for one day at room temperature. Upon completion of the reaction, the reaction was terminated by adding 10 mL of water and the reaction mixture was extracted with diethyl ether (10 mL×4). The organic layer thus obtained was treated with anhydrous magnesium sulfate to remove water. The precipitate was filtered out and the resulting solution was concentrated by distillation under reduced pressure and purified by column chromatography to obtain 152 mg (0.687 mmol, 77%) of the desired compound.