155108-62-6

Basic information

• Product Name: Furan, 2-ethoxy-4-(4-methoxyphenyl)- (9CI)
• Synonyms: Furan, 2-ethoxy-4-(4-methoxyphenyl)- (9CI)
• CAS NO: 155108-62-6
• Molecular Formula: C13H14O3
• Molecular Weight: 218.24846
• Product Categories: ETHOXY
• Mol File: 155108-62-6.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Furan, 2-ethoxy-4-(4-methoxyphenyl)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Furan, 2-ethoxy-4-(4-methoxyphenyl)- (9CI)(155108-62-6)
• EPA Substance Registry System: Furan, 2-ethoxy-4-(4-methoxyphenyl)- (9CI)(155108-62-6)

Safety Data

• Hazardous Substances Data: 155108-62-6(Hazardous Substances Data)

Upstream product

• 155108-43-3 2,2-Diethoxy-2,5-dihydro-4(4'-methoxyphenyl)-furan 

Relevant articles and documents

Convenient Synthesis of 2,2-Diethoxy-2,5-dihydrofurans, 2(5H)Furanones and 2-Ethoxyfurans. Crystal and Molecular Structure of a Barrelenone Diels-Alder Product

Reaction of 1,2-hydroxyketones 5 with (2,2-diethoxyvinylidene)triphenylphosphorane (2) or (2,2-diethoxyvinyl)triphenylphosphonium tetrafluoroborates 6 yields the 2,2-diethoxy-2,5-dihydrofurans 9.Depending on the reaction conditions used, the orthoesters 9 can be hydrolized to give 2(5H)furanones 10 and 2-ethoxyfurans 11, respectively. 4,5-Dimethyl-5,6-dihydro-2-pyranone (20) and 8-methoxycoumarin (23) are prepared, starting from (2,2-diethoxyvinyl)triphenylphosphonium tetrafluoroborate (6a) and 1-hydroxy-2-methyl-3-butanone (16) or 2-hydroxy-3-methoxy-benzaldehyde (21).The 2-ethoxyfuranes 11 readily undergo Diels-Alder reactions with 2-chloracrylonitrile (24), maleic anhydride (26), N-phenyl-1,2,4-triazoline-3,5-dione (28) and dimethyl acetylenedicarboxylate (30) to give the corresponding Diels-Alder products 25, 27, 29 and 31, respectively.Contrary to 2-ethoxyfuran 11b, 11a reacts with two equivalents of acetylene 30, to yield barrelenone 34.The structure of 34 unequivocally is established by X-ray structure analysis. - Keywords: 2,2-Diethoxy-2,5-dihydrofurans, 2(5H)Furanones, 2-Ethoxyfurans, Barrelenone, Diels-Alder Products, X-Ray