(E)-3-(4-chlorophenyl)acrylic acid phenyl ester

Base Information

• Chemical Name: (E)-3-(4-chlorophenyl)acrylic acid phenyl ester
• CAS No.: 444666-99-3
• Molecular Formula: C₁₅H₁₁ClO₂
• Molecular Weight: 258.704
• Mol file: 444666-99-3.mol

Synonyms:(E)-3-(4-chlorophenyl)acrylic acid phenyl ester

Chemical Property of (E)-3-(4-chlorophenyl)acrylic acid phenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of (E)-3-(4-chlorophenyl)acrylic acid phenyl ester

There total 6 articles about (E)-3-(4-chlorophenyl)acrylic acid phenyl ester 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: 74.0%

3-(4-chlorophenyl)prop-2-enoic acid (1615-02-7,940-62-5) + phenol (108-95-2,27073-41-2) → (E)-3-(4-chlorophenyl)acrylic acid phenyl ester (444666-99-3)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; Inert atmosphere; Reflux;

DOI:10.1021/ol300577y

Reference yield: 34.0%

2-diazo-1-phenylethan-1-one (21119-50-6) + N'-(4-chlorobenzylidene)-2-nitrobenzenesulfonohydrazide (6655-32-9) → C15H11ClO2 + (E)-3-(4-chlorophenyl)acrylic acid phenyl ester (444666-99-3)

Guidance literature:

2-diazo-1-phenylethan-1-one; N'-(4-chlorobenzylidene)-2-nitrobenzenesulfonohydrazide; With sodium hydride; In dichloromethane; at 20 ℃; Glovebox;

With silver trifluoroacetate; In dichloromethane; at 40 ℃; Sealed tube;

DOI:10.1002/ejoc.201601610

Reference yield:

4-n-chlorophenylacetylene (873-73-4) + phenyl formate (1864-94-4) → C15H11ClO2 (73609-35-5) + (E)-3-(4-chlorophenyl)acrylic acid phenyl ester (444666-99-3)

Guidance literature:

phenyl formate; With palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,3,5-trimethyl-benzene; at 20 ℃; for 0.25h; Inert atmosphere;

4-n-chlorophenylacetylene; In 1,3,5-trimethyl-benzene; at 100 ℃; for 24h; regioselective reaction; Inert atmosphere;

DOI:10.1002/adsc.201000750

upstream raw materials:

p-chlorocinnamic acid

4-n-chlorophenylacetylene

phenyl formate

phenol

Downstream raw materials:

1-chloro-4-styrylbenzene

C₁₆H₁₀ClF₃O₂

Refernces

• 1、 Trost, Barry M.,Hirano, Keiichi. "Dinuclear zinc catalyzed asymmetric spirannulation reaction: An umpolung strategy for formation of α-alkylated-α-hydroxyoxindoles". supporting information; experimental part. p. 2446 - 2449. Retrieved 2012/07/27.