Diethyl Ether → HCID 21290717, 화합물

반응식

C([N:3]([CH2:6][CH3:7])CC)C.[Cl:8][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:14]=1[Cl:15].[C:16]([O:19][C:20]([CH3:26])([CH3:25])[C:21]([O:23][CH3:24])=[O:22])#[C:17]C.C([O:29]CC)C>>[Cl:8][C:9]1[CH:10]=[C:11]([C:6]2[CH:7]=[C:17]([CH2:16][O:19][C:20]([CH3:26])([CH3:25])[C:21]([O:23][CH3:24])=[O:22])[O:29][N:3]=2)[CH:12]=[CH:13][C:14]=1[Cl:15]

참가 물질

반응물 4

HCID 3283Diethyl Ether2회

HCID 72391,2-Dichlorobenzene

HCID 8471Triethylamine

HCID 57176700HCID 57176700, 화합물

생성물 1

HCID 21290717HCID 21290717, 화합물수율 87%

실험 절차

2.02 g (0.02 mol) of triethylamine in 20 ml of diethyl ether were added dropwise over a period of 15 minutes at -10° C. to a solution of 4.49 g (0.02 mol) of 3,4-dichlorobenzene N-hydroxycarboximidoyl chloride in 90 ml of dry diethyl ether. After 0.5 hour at -5° C. to -10° C. 4.004 g (0.022 mol) of methyl 2-propynyloxy-2-methylpropionate were added and the mixture was stored at -5° C. for 48 hours. The mixture was filtered, the filtrate was evaporated and the residue was chromatographed on 150 g of silica gel using hexane/ethyl acetate (4:1) for the elution. There were obtained 6 g (87%) of pure methyl 2-[[3-(3,4-dichlorophenyl)-5-isoxazolyl]methoxy]-2-methylpropionate in the form of an oil.