Dimethylformamide → HCID 18688843, 화합물

반응식

[Cl:1][C:2]1[CH:17]=[CH:16][CH:15]=[CH:14][C:3]=1[C:4]([C:6]1[CH:11]=[C:10](F)[CH:9]=[CH:8][C:7]=1O)=[O:5].[C:18](=[O:21])([O-])[O-].[K+].[K+].Br[CH2:25][C:26]([O:28][CH2:29][CH3:30])=[O:27].[CH3:31]N(C)C=O>>[Cl:1][C:2]1[CH:17]=[CH:16][CH:15]=[CH:14][C:3]=1[C:4]([C:6]1[C:18]([O:21][CH2:25][C:26]([O:28][CH2:29][CH3:30])=[O:27])=[C:8]([CH3:7])[CH:9]=[C:10]([CH3:31])[CH:11]=1)=[O:5]

참가 물질

반응물 4

HCID 6228Dimethylformamide

HCID 7748Ethyl bromoacetate

HCID 11430Potassium Carbonate

HCID 2778529HCID 2778529, 화합물

생성물 1

HCID 18688843HCID 18688843, 화합물수율 78.7%

실험 절차

To a stirred mixture of 1.0 g of compound B and 1.1 g of potassium carbonate in 10 cc of dimethylformamide was added dropwise 0.53 cc of ethyl bromoacetate at room temperature. After the resulting mixture was stirred at room temperature for 16 hours. The insoluble material was filtered off. To the filtrate was added water and ethylacetate and the aqueous layer was extracted with ethyl acetate. The combined organic layer was washed three times with a saturated aqueous sodium chloride solution and dried over magnesium sulfate. The solvent was distilled off and the crude product thus obtained was purified by a silica gel column chromatography (eluent: ethyl acetate/hexane=1/4) to obtain 1.06 g of compound C. Yield: 78.7%.