Phenprocoumon

Base Information

• Chemical Name: Phenprocoumon
• CAS No.: 435-97-2
• Molecular Formula: C18H16O3
• Molecular Weight: 280.323
• Hs Code.: 2932209090
• Mol file: 435-97-2.mol

Synonyms:Coumarin,3-(a-ethylbenzyl)-4-hydroxy- (8CI);2-Hydroxy-3-(1-phenylpropyl)-4H-chromen-4-one;3-(1-Phenylpropyl)-4-hydroxycoumarin;3-(a-Ethylbenzyl)-4-hydroxycoumarin;3-(a-Phenylpropyl)-4-hydroxycoumarin;2H-1-Benzopyran-2-one, 4-hydroxy-3-(1-phenylpropyl)-;DL-3-(a-Ethylbenzyl)-4-hydroxycoumarin;Falithrom;Fencumar;Liquamar;Marcoumar;Marcumar;Phenprocoumarol;Phenprocoumarole;Ro 1-4849;

Chemical Property of Phenprocoumon

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 179.5 °C
• Refractive Index: 1.638
• Boiling Point: 463.237 °C at 760 mmHg
• PKA: 4.50±1.00(Predicted)
• Flash Point: 195.74 °C
• PSA: 50.44000
• Density: 1.262 g/cm³
• LogP: 4.04050
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

Phenprocoumon ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Phenprocoumon is known for being an oral anti-coagulant.
• Therapeutic Function: Anticoagulant

Technology Process of Phenprocoumon

There total 9 articles about Phenprocoumon 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: 99.0%

(Z)-4-hydroxy-3-(1-phenylprop-1-en-1-yl)-2H-chromen-2-one → phenprocoumon (435-97-2,5999-27-9)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethyl acetate; for 24h; under 760.051 Torr;

DOI:10.1002/anie.201408613

Reference yield: 94.0%

4-hydroxy[1]benzopyran-2-one (1076-38-6,92395-12-5) + 1-Phenyl-1-propanol (93-54-9) → phenprocoumon (435-97-2,5999-27-9)

Guidance literature:

With iron(III) chloride; In dichloromethane; at 80 ℃; for 20h;

DOI:10.1002/adsc.200600497

Reference yield: 91.0%

4-hydroxy[1]benzopyran-2-one (1076-38-6,92395-12-5) + 1-phenylpropylamine (2941-20-0) → phenprocoumon (435-97-2,5999-27-9)

Guidance literature:

at 115 ℃; for 5h; Concentration; Temperature;

upstream raw materials:

4-hydroxy[1]benzopyran-2-one

1-Phenyl-1-propanol

propiophenone oxime

1-phenyl-propan-1-one

Downstream raw materials:

[13C]-(-)-Phenprocoumon

Refernces

• 1、 Chen, Yixin,Wang, Yurong,Zhong, Rong,Li, Jinshan. "HFIP Promoted C3 Alkylation of Lawsone and 4-Hydroxycoumarin with Alcohols by Dehydrative Cross-Coupling". . p. 10638 - 10647. Retrieved 2020/09/23.
• 2、 Ren, Qiao,Kang, Jie,Li, Muyao,Yuan, Lujiang,Chen, Ruoyun,Wang, Lei. "Regioselective Access to Structurally Diverse Coumarin Analogues through Iron-Catalysed Annulation Reactions". supporting information. p. 5566 - 5571. Retrieved 2017/10/13.