4-(Tetrahydro-2H-pyran-4-yl)benzoic acid methyl ester

Base Information

• Chemical Name: 4-(Tetrahydro-2H-pyran-4-yl)benzoic acid methyl ester
• CAS No.: 1276024-95-3
• Molecular Formula: C₁₃H₁₆O₃
• Molecular Weight: 220.268
• Mol file: 1276024-95-3.mol

Synonyms:4-(Tetrahydro-2H-pyran-4-yl)benzoic acid methyl ester

Chemical Property of 4-(Tetrahydro-2H-pyran-4-yl)benzoic acid methyl ester

Chemical Property:

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(Tetrahydro-2H-pyran-4-yl)benzoic acid methyl ester

There total 25 articles about 4-(Tetrahydro-2H-pyran-4-yl)benzoic acid methyl 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: 100.0%

methyl 4-(3,6-dihydro-2H-pyran-4-yl)benzoate (1571033-20-9) → methyl 4-(tetrahydro-2H-pyran-4-yl)benzoate (1276024-95-3)

Guidance literature:

With palladium on activated charcoal; hydrogen; In ethyl acetate; at 20 ℃; for 16h;

Reference yield: 86.0%

4-methoxycarbonylphenyl bromide (619-42-1) + 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyran (287944-16-5) → methyl 4-(tetrahydro-2H-pyran-4-yl)benzoate (1276024-95-3)

Guidance literature:

4-methoxycarbonylphenyl bromide; 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyran; With potassium phosphate; chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II); palladium 10% on activated carbon; In 1,4-dioxane; water; at 80 ℃; for 4h; Sealed tube; Inert atmosphere;

With ammonium bicarbonate; In methanol; at 18 ℃; for 16h;

DOI:10.1039/c7cc08670a

Reference yield: 83.0%

4-methoxycarbonylphenyl bromide (619-42-1) + potassium trifluoro(tetrahydro-2H-pyran-4-yl)borane → methyl 4-(tetrahydro-2H-pyran-4-yl)benzoate (1276024-95-3)

Guidance literature:

With (1,2-dimethoxyethane)dichloronickel(II); Ir(dF(CF₃)ppy)2(bpy)PF₆; caesium carbonate; 4,4'-di-tert-butyl-2,2'-bipyridine; In tetrahydrofuran; 1,4-dioxane; at 24 ℃; for 24h; Inert atmosphere; Sealed tube; Irradiation;

DOI:10.1021/ja512946e

upstream raw materials:

1.4-dibromobenzene

methanol

4-phenyltetrahydro-2H-pyran

oxalyl dichloride

Downstream raw materials:

(4-tetrahydropyran-4-yl-phenyl)methanol

4-(tetrahydro-2H-pyran-4-yl)benzaldehyde

4-(tetrahydro-2H-pyran-4-yl)benzoic acid

1-(3-(2-methoxyethoxy)benzyl)-5-(5-(4-(tetrahydro-2H-pyran-4-yl)phenyl)-1,2,4-oxadiazol-3-yl)pyridin-2(1H)-one

Refernces

• 1、 Dangreau, Ruben,Debrouwer, Wouter,Gemoets, Hannes P. L.,Huvaere, Kevin,Kimpe, Wim,Kuhn, Simon,Mottaghi, Milad,Van Aken, Koen. "Ir/Ni Photoredox Dual Catalysis with Heterogeneous Base Enabled by an Oscillatory Plug Flow Photoreactor". . p. 2319 - 2325. Retrieved 2020.
• 2、 Delgado, Pete,Duvadie, Rohit,Elmaarouf, Imran,Geraci, Gina,Glass, Raoul J.,Majumdar, Dyuti,Mikus, Malte,Robinson, Richard I.,Tan, Kian L.. "Use of Green Solvents in Metallaphotoredox Cross-Electrophile Coupling Reactions Utilizing a Lipophilic Modified Dual Ir/Ni Catalyst System". . p. 17428 - 17436. Retrieved 2021/12/06.
• 3、 -. "AN IMPROVED LED BASED PHOTOCHEMICAL REACTOR". Paragraph 0083; 0084. . Retrieved 2021/07/31.