Boron trifluoride → 4-(4-Benzyloxy-phenyl)-1-methyl-cyclohex-3-ene carbaldehyde

반응식

[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15](=[CH2:18])[CH:16]=[CH2:17])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:19][C:20](=[CH2:23])[CH:21]=[O:22].B(F)(F)F>C(Cl)Cl>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]2[CH2:18][CH2:19][C:20]([CH3:23])([CH:21]=[O:22])[CH2:17][CH:16]=2)=[CH:13][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

실험 절차

1-benzyloxy-4-(1-methylene-allyl)-benzene (0.40 g, 1.694 mmol) and 2-methyl-propenal (0.355 mL) in DCM (10 mL) was cooled to −10° C. BF3.OCH2CH3 (0.322 mL, 1.778 mmol) was added and the reaction mixture stirred for 3 h. The mixture was then quenched by aqueous saturated NaHCO3 solution. After extraction with ethyl acetate (2×100 mL), the reaction mixture was dried over MgSO4 and purified on SiO2 to yield 4-(4-benzyloxy-phenyl)-1-methyl-cyclohex-3-ene carbaldehyde.