86300-01-8

Basic information

• Product Name: 4,5-Dihydro-2-(triphenylphosphoranylidenamino)-3-furancarbonsaeure-ethylester
• Synonyms: 4,5-Dihydro-2-(triphenylphosphoranylidenamino)-3-furancarbonsaeure-ethylester
• CAS NO: 86300-01-8
• Molecular Weight: 417.444
• Mol File: 86300-01-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4,5-Dihydro-2-(triphenylphosphoranylidenamino)-3-furancarbonsaeure-ethylester(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-Dihydro-2-(triphenylphosphoranylidenamino)-3-furancarbonsaeure-ethylester(86300-01-8)
• EPA Substance Registry System: 4,5-Dihydro-2-(triphenylphosphoranylidenamino)-3-furancarbonsaeure-ethylester(86300-01-8)

Safety Data

• Hazardous Substances Data: 86300-01-8(Hazardous Substances Data)

Upstream product

• 29108-09-6 2-Amino-4,5-dihydro-3-furancarbonsaeure-ethylester 
• 2526-64-9 dichlorotriphenylphosphorane 

Downstream Products

• 103148-78-3 6,7-Dicyan-2,3,3a,7a-tetrahydro-4-(triphenylphosphoranylidenamino)benzofuran-3a-carbonsaeure-ethylester 
• 86300-25-6 6,7-Dihydro-2-(triphenylphosphoranylidenamino)-3,5-oxepindicarbonsaeure-5-ethylester-3-methylester 
• 86300-29-0 6,7-Dihydro-2-(triphenylphosphoranylidenamino)-3,4,5-oxepintricarbonsaeure-5-ethylester-3,4-dimethylester 
• 86300-13-2 3-Ethyl-2-(triphenylphosphonioimino)-tetrahydro-3-furancarbonsaeure-ethylester-iodid 

Relevant articles and documents

Heterocyclic β-Enamino Esters, 30. Synthesis and Cycloaddition-Ring Expansion Sequence of Iminophosphoranes of Heterocyclic β-Enamino Esters: 6,7-Dihydrooxepins, thiepins, and 3,4-Dihydro-2H-thiocins

The heterocyclic β-enamino esters 1a - d, 2a - c, 5, and 6 react in the system triphenylphosphane/hexachloroethane/triethylamine in high yields to afford the resonance-stabilized iminophosphoranes 3a - d, 4a - c, 7, and 8.Alkyl iodides attack the electron rich C-β in 3a - d; the phosphonium salts 11a - h thus obtained split with alkaline into the imines 12a - h.With acetylenecarboxylic esters in a cycloaddition-ring expansion sequence from 3a - d, 4a - c, 7, and 8 dihydrooxepins 14a - h, 15a - c, e - g, dihydrothiepins 16a, b, and dihydro-2H-thiocins 17a, b, respectively, are formed in high yields.Acid-catalyzed hydrolysis of 14c, d leads to the enamino esters 19a, b.