Benzene → (4E)-2,4-dimethyl-5-phenyl-4-pentenal

반응식

C([O:4][CH2:5]/[C:6](/[CH3:14])=[CH:7]/[C:8]1[CH:13]=CC=C[CH:9]=1)C=C.[CH:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>>[CH3:14][CH:6]([CH2:7]/[C:8](/[CH3:13])=[CH:9]/[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH:5]=[O:4]

참가 물질

반응물 2

HCID 241Benzene

HCID 67330776(1E)-[3-(allyloxy)-2-methyl-1-propenyl]benzene

생성물 1

HCID 58390606(4E)-2,4-dimethyl-5-phenyl-4-pentenal수율 10%

실험 절차

The (1E)-[3-(allyloxy)-2-methyl-1-propenyl]benzene (107.79 g, 0.571 mol), [RuCl2(PPh3)3] (3.13 g), BHT (1 g) and benzene (500 ml) were heated together in an autoclave in an oil bath at 190° C. for 4 hours. After cooling to room temperature, solvents were evaporated and the product purified by column chromatography on silica gel (eluent: heptanes/ethyl acetate 10:1) followed by bulb-to-bulb distillation (88° C./0.009 mbar) to give 11.21 g of the desired compound (0.060 mol, 10%).

후처리

customsolvents were evaporated
customthe product purified by column chromatography on silica gel (eluent: heptanes/ethyl acetate 10:1)
distillationfollowed by bulb-to-bulb distillation (88° C./0.009 mbar)

출처 및 근거

ORD 기록: ord-091e91c37da045819fed165a702cda8f
출처 데이터셋: uspto-grants-2014_08
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08815792B2

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