ethyl p-(hydroxy(phenyl)methyl)benzoate

Base Information

• Chemical Name: ethyl p-(hydroxy(phenyl)methyl)benzoate
• CAS No.: 85609-05-8
• Molecular Formula: C₁₆H₁₆O₃
• Molecular Weight: 256.301
• Mol file: 85609-05-8.mol

Synonyms:ethyl p-(hydroxy(phenyl)methyl)benzoate

Chemical Property of ethyl p-(hydroxy(phenyl)methyl)benzoate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of ethyl p-(hydroxy(phenyl)methyl)benzoate

There total 10 articles about ethyl p-(hydroxy(phenyl)methyl)benzoate 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: 70.0%

Ethyl 4-bromobenzoate (5798-75-4) + benzaldehyde (100-52-7) → ethyl p-(hydroxy(phenyl)methyl)benzoate (85609-05-8)

Guidance literature:

With nickel(II) bromide 2-methoxyethyl ether complex; 2,6-bis[4’,4’-dimethyloxazolin-2’-yl]pyridine; zinc; In tetrahydrofuran; at 60 ℃; for 16h; Reagent/catalyst; Sealed tube; Inert atmosphere;

DOI:10.1021/jacs.8b13709

Reference yield: 58.0%

benzaldehyde (100-52-7) + 4-methoxyphenyl magnesium bromide (13139-86-1) + 4-(ethoxycarbonyl)phenylmagnesium chloride (571903-64-5) → 1-(4-methoxyphenyl)-1-phenylmethanol (720-44-5) + ethyl p-(hydroxy(phenyl)methyl)benzoate (85609-05-8)

Guidance literature:

4-methoxyphenyl magnesium bromide; With tbepc; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

4-(ethoxycarbonyl)phenylmagnesium chloride; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

benzaldehyde; In tetrahydrofuran; at 0 ℃; for 6h; Inert atmosphere;

DOI:10.1039/c5cc00514k

Reference yield:

4-iodobenzoic acid ethyl ester (51934-41-9) + diethylzinc (557-20-0) + benzaldehyde (100-52-7) → 1-Phenyl-1-propanol (93-54-9) + ethyl p-(hydroxy(phenyl)methyl)benzoate (85609-05-8)

Guidance literature:

4-iodobenzoic acid ethyl ester; diethylzinc; With t-Bu-N=P[N=P(NMe)3]3; In tetrahydrofuran; hexane; at 20 ℃; for 5h;

benzaldehyde; In tetrahydrofuran; hexane; at -40 - 20 ℃; for 17h; Further stages. Title compound not separated from byproducts.;

DOI:10.1039/b605807h

upstream raw materials:

4-iodobenzoic acid ethyl ester

benzaldehyde

(3-methoxyphenyl)magnesium bromide

diethylzinc

Downstream raw materials:

ethyl 4-benzylbenzoate

Refernces

• 1、 Chen, Mao,Ichikawa, Saki,Buchwald, Stephen L.. "Rapid and efficient copper-catalyzed finkelstein reaction of (hetero)aromatics under continuous-flow conditions". supporting information. p. 263 - 266. Retrieved 2015/02/05.
• 2、 Manolikakes, Sophia M.,Ellwart, Mario,Stathakis, Christos I.,Knochel, Paul. "Air-stable solid aryl and heteroaryl organozinc pivalates: Syntheses and applications in organic synthesis". supporting information. p. 12289 - 12297. Retrieved 2015/03/31.