3-benzyl-4-thianone

Base Information

• Chemical Name: 3-benzyl-4-thianone
• CAS No.: 91791-00-3
• Molecular Formula: C₁₂H₁₄OS
• Molecular Weight: 206.309
• Mol file: 91791-00-3.mol

Synonyms:3-benzyl-4-thianone

Chemical Property of 3-benzyl-4-thianone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-benzyl-4-thianone

There total 8 articles about 3-benzyl-4-thianone 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: 94.0%

3-Benzyl-4-oxo-tetrahydro-thiopyran-3-carboxylic acid allyl ester (126573-41-9) → 3-benzyl-4-thianone (91791-00-3)

Guidance literature:

With morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; Ambient temperature;

DOI:10.1055/s-1989-27389

Reference yield: 60.0%

3-benzyl-3-(methoxycarbony)-4-thianone (91791-23-0) → 3-benzyl-4-thianone (91791-00-3)

Guidance literature:

With water; sodium chloride; In dimethyl sulfoxide; for 20h; Heating;

DOI:10.1021/jo00385a011

Reference yield:

3-methoxycarbonyltetrahydropyran-4-one (4160-61-6) → 3-benzyl-4-thianone (91791-00-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / sodium hydride / dimethylformamide / 2.5 h / Ambient temperature

2: 60 percent / sodium chloride, water / dimethylsulfoxide / 20 h / 150 °C

With water; sodium hydride; sodium chloride; In dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1246/bcsj.59.2657

upstream raw materials:

3-Benzyl-4-oxo-tetrahydro-thiopyran-3-carboxylic acid allyl ester

3-benzyl-3-(methoxycarbony)-4-thianone

3-methoxycarbonyltetrahydropyran-4-one

benzyl bromide

Downstream raw materials:

6-benzyl-1,4-dioxo-8-thiaspiro<4.5>decane 8,8-dioxide

2-benzyl-3-cyclopentenone

6-benzyl-1,4-dioxaspiro<4.4>non-7-ene

5-Benzyl-2-cyclopenten-1-on

Refernces

• 1、 Matsuyama, Haruo,Miyazawa, Yasuyuki,Takei, Yuji,Kobayashi, Michio. "A Regioselective Synthesis of Cyclopentenones from 4-Thianone". . p. 1703 - 1710. Retrieved 2007/10/02.
• 2、 Matsuyama, Haruo,Miyazawa, Yasuyuki,Takei, Yuji,Kobayashi, Michio. "TETRAHYDROTHIOPYRAN-4-ONE. A USEFUL 5 C SYNTHON FOR THE SYNTHESIS OF 3-CYCLOPENTENONES". . p. 833 - 836. Retrieved 2007/10/02.