(4-Methoxybenzyl)triphenylphosphonium chloride

Base Information

• Chemical Name: (4-Methoxybenzyl)triphenylphosphonium chloride
• CAS No.: 3462-97-3
• Molecular Formula: C26H24ClOP
• Molecular Weight: 418.903
• Hs Code.: 29310099
• European Community (EC) Number: 242-425-6,609-010-5
• Mol file: 3462-97-3.mol

Synonyms:(4-Methoxybenzyl)triphenylphosphonium chloride;3462-97-3;18583-41-0;(4-methoxyphenyl)methyl-triphenylphosphanium;chloride;[(4-Methoxyphenyl)methyl]triphenylphosphonium Chloride;4-methoxybenzyltriphenylphosphonium chloride;C26H24OP;C26-H24-O-P;SCHEMBL995949;(4-methoxyphenyl)methyl-triphenyl-phosphanium Chloride;YQXBNCFNXOFWLR-UHFFFAOYSA-M;MFCD00031572;AKOS017345132;AB87792;4-methoxybenzyltriphenylphosphonium-chloride;4-methoxybenzyl triphenyphosphonium chloride;p-methoxybenzyl-triphenylphosphonium chloride;(4-Methoxybenzyl)triphenylphosphoniumchloride;4-methoxybenzyltriphenyl phosphonium chloride;FT-0604780;4-methoxybenzyl triphenyl phosphonium chloride;F78667;(4-methoxy-benzyl)-triphenyl-phosphonium chloride;A822325;J-019682;(4-methoxyphenyl)methyl-triphenyl-phosphonium chloride

Chemical Property of (4-Methoxybenzyl)triphenylphosphonium chloride

Chemical Property:

• Appearance/Colour: white powder
• Melting Point: 236-238 °C
• PSA: 22.82000
• LogP: 2.19330
• Storage Temp.: Store below +30°C.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 418.1253301
• Heavy Atom Count: 29
• Complexity: 392

Purity/Quality:

99% ^*data from raw suppliers

[(4-Methoxyphenyl)methyl]triphenylphosphoniumChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C[P+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4.[Cl-]
• Uses: (4-Methoxybenzyl)triphenylphosphoniuM chloride is used in the synthesis of novel blood coagulation factor Xa inhibitors and various antiplatelet aggregation pharmaceuticals.

Technology Process of (4-Methoxybenzyl)triphenylphosphonium chloride

There total 13 articles about (4-Methoxybenzyl)triphenylphosphonium chloride 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: 97.0%

p-methoxybenzyl chloride (824-94-2) + triphenylphosphine (603-35-0) → (4-methoxybenzyl)triphenylphosphonium bromide (3462-97-3)

Guidance literature:

In acetonitrile; for 18h; stereoselective reaction; Reflux;

DOI:10.21577/0103-5053.20180212

Reference yield:

4-Methoxybenzyl alcohol (105-13-5) → (4-methoxybenzyl)triphenylphosphonium bromide (3462-97-3)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / diethyl ether / 3 h / 20 °C / Inert atmosphere

2: toluene / 7 h / Inert atmosphere; Reflux

With thionyl chloride; In diethyl ether; toluene;

DOI:10.1016/j.tet.2013.01.065

Reference yield:

((4-methoxyphenyl)methyl)triphenylphosphonium bromide (1530-38-7) → (4-methoxybenzyl)triphenylphosphonium bromide (3462-97-3)

Guidance literature:

Multi-step reaction with 2 steps

1: n-butyl-lithium / hexane; benzene / 1 h

2: benzene / 1 h / Ambient temperature

With n-butyllithium; In hexane; benzene;

DOI:10.1039/P19810003059

upstream raw materials:

4-methoxybenzyloxycarbonyl chloride

triphenylphosphine

(4-methoxybenzylidene)triphenylphosphorane

methyl chloroformate

Downstream raw materials:

9,10-bis(4-methoxystyryl)anthracene

cis-4-methoxystilbene

E-1-(phenyl)-2-(4'-methoxyphenyl)ethene

9-[(E)-2-(4-Methoxy-phenyl)-vinyl]-10-[(E)-2-(4-nitro-phenyl)-vinyl]-anthracene

Refernces

• 1、 Miranda, Izabel L.,Sartori, Suélen K.,Diaz, Marisa A.N.,Diaz-Mu?oz, Gaspar. "New approach for the stereoselective synthesis of (+)-epi-cytoxazone". . p. 585 - 591. Retrieved 2019/08/26.
• 2、 Jeran, Marko,Cotman, Andrej Emanuel,Stephan, Michel,Mohar, Barbara. "Stereopure Functionalized Benzosultams via Ruthenium(II)-Catalyzed Dynamic Kinetic Resolution-Asymmetric Transfer Hydrogenation". supporting information. p. 2042 - 2045. Retrieved 2017/04/28.