(Z)-3-benzyl-3-hydroxy-4-(phenylmethylene)-3,4-dihydro-2(5H)-furanone

Base Information

• Chemical Name: (Z)-3-benzyl-3-hydroxy-4-(phenylmethylene)-3,4-dihydro-2(5H)-furanone
• CAS No.: 135005-16-2
• Molecular Formula: C₁₈H₁₆O₃
• Molecular Weight: 280.323
• Mol file: 135005-16-2.mol

Synonyms:(Z)-3-benzyl-3-hydroxy-4-(phenylmethylene)-3,4-dihydro-2(5H)-furanone

Chemical Property of (Z)-3-benzyl-3-hydroxy-4-(phenylmethylene)-3,4-dihydro-2(5H)-furanone

Chemical Property:

Purity/Quality:

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Technology Process of (Z)-3-benzyl-3-hydroxy-4-(phenylmethylene)-3,4-dihydro-2(5H)-furanone

There total 1 articles about (Z)-3-benzyl-3-hydroxy-4-(phenylmethylene)-3,4-dihydro-2(5H)-furanone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

(E)-4-benzylidenedihydrofuran-2,3-dione (106203-51-4,7153-55-1) + benzylmagnesium chloride (6921-34-2) → (Z)-3-benzyl-3-hydroxy-4-(phenylmethylene)-3,4-dihydro-2(5H)-furanone (135005-16-2) + (E)-3-benzyl-3-hydroxy-4-(phenylmethylene)-3,4-dihydro-2(5H)-furanone (135005-15-1)

Guidance literature:

In tetrahydrofuran; Title compound not separated from byproducts; a) -16 deg C, 30 min, b) 40 deg C, 1 h;

DOI:10.1021/jo00017a040

Reference yield: 44.0%

(Z)-3-benzyl-3-hydroxy-4-(phenylmethylene)-3,4-dihydro-2(5H)-furanone (135005-16-2) → 4-phenyl-4,9-dihydronaphtho<2,3-c>furan-1(3H)-one (135005-21-9)

Guidance literature:

With PPA; at 80 ℃; for 1h;

DOI:10.1021/jo00017a040

upstream raw materials:

(E)-4-benzylidenedihydrofuran-2,3-dione

benzylmagnesium chloride

Downstream raw materials:

4-phenyl-4,9-dihydronaphtho<2,3-c>furan-1(3H)-one