4-Methyl-2-phenyl-3,6-dihydro-2H-thiopyran

Base Information

• Chemical Name: 4-Methyl-2-phenyl-3,6-dihydro-2H-thiopyran
• CAS No.: 87362-82-1
• Molecular Formula: C₁₂H₁₄S
• Molecular Weight: 190.309
• Mol file: 87362-82-1.mol

Synonyms:4-Methyl-2-phenyl-3,6-dihydro-2H-thiopyran

Chemical Property of 4-Methyl-2-phenyl-3,6-dihydro-2H-thiopyran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Methyl-2-phenyl-3,6-dihydro-2H-thiopyran

There total 4 articles about 4-Methyl-2-phenyl-3,6-dihydro-2H-thiopyran 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:

benzaldehyde (100-52-7) + isoprene (78-79-5,9003-31-0) → 4-Methyl-2-phenyl-3,6-dihydro-2H-thiopyran (87362-82-1) + 5-Methyl-2-phenyl-3,6-dihydro-2H-thiopyran (136912-20-4)

Guidance literature:

With hexamethyldisilathiane; cobalt(II) chloride; In acetonitrile; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1021/jo00026a025

Reference yield:

((Z)-3-Methyl-buta-1,3-dienylsulfanylmethyl)-benzene (87362-76-3) → 4-Methyl-2-phenyl-3,6-dihydro-2H-thiopyran (87362-82-1) + ((1R,2S)-2-Methyl-1-methylsulfanyl-2-vinyl-cyclopropyl)-benzene (99834-16-9)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; Yield given. Yields of byproduct given; -78 degC, warm to -30 degC, 2 h at -30 degC;

DOI:10.1016/S0040-4039(00)95086-X

Reference yield:

3,6-Dihydro-4-methyl-1α-oxydo-2β-phenyl 2H-thiopyrane (100420-64-2,100420-75-5) → 4-Methyl-2-phenyl-3,6-dihydro-2H-thiopyran (87362-82-1)

Guidance literature:

With tetraphosphorus decasulfide; In dichloromethane;

upstream raw materials:

((Z)-3-Methyl-buta-1,3-dienylsulfanylmethyl)-benzene

3,6-Dihydro-4-methyl-1α-oxydo-2β-phenyl 2H-thiopyrane

benzaldehyde

isoprene

Downstream raw materials:

4,6-Dimethyl-2-phenyl-3,6-dihydro-2H-thiopyran

(1S,2S)-4-Methyl-2-phenyl-3,6-dihydro-2H-thiopyran 1-oxide

3,6-Dihydro-1,1-dioxydo-4-methyl-2-phenyl 2H-thiopyrane

((1R,2S)-2-Methyl-1-methylsulfanyl-2-vinyl-cyclopropyl)-benzene

Refernces

• 1、 Reglier, M.,Julia, S. A.. "Synthesis and properties of substituted α'-lithiated α(Z),γ-butadienyl sulfoxides. Part I : Structural studies on sulfoxides obtained by stereospecific cyclisation of these compounds.". . p. 226 - 235. Retrieved 2007/10/02.
• 2、 Reglier, Marius,Julia, Sylvestre A.. "STEREOSELECTIVE CONVERSION OF LITHIATED BENZYLIC OR ALLYLIC 3-METHYL-1(Z),3-BUTADIENYL SULFIDES INTO CIS-DISUBSTITUTED CYCLOPROPANE COMPOUNDS". . p. 2387 - 2390. Retrieved 2007/10/02.