trans-4-(o-methoxyphenylsulfonyl)-5-methyl-5-phenyl-2-oxazoline

Base Information

• Chemical Name: trans-4-(o-methoxyphenylsulfonyl)-5-methyl-5-phenyl-2-oxazoline
• CAS No.: 118617-72-4
• Molecular Formula: C₁₇H₁₇NO₄S
• Molecular Weight: 331.392
• Mol file: 118617-72-4.mol

Synonyms:trans-4-(o-methoxyphenylsulfonyl)-5-methyl-5-phenyl-2-oxazoline

Chemical Property of trans-4-(o-methoxyphenylsulfonyl)-5-methyl-5-phenyl-2-oxazoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of trans-4-(o-methoxyphenylsulfonyl)-5-methyl-5-phenyl-2-oxazoline

There total 5 articles about trans-4-(o-methoxyphenylsulfonyl)-5-methyl-5-phenyl-2-oxazoline 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: 92.0%

1-((isocyanomethyl)sulfonyl)-2-methoxybenzene (118617-63-3) + acetophenone (98-86-2) → trans-4-(o-methoxyphenylsulfonyl)-5-methyl-5-phenyl-2-oxazoline (118617-72-4)

Guidance literature:

With sodium hydroxide; benzyltrimethylammonium chloride; In benzene; at 15 ℃; for 3h;

DOI:10.1016/S0040-4020(01)87684-5

Reference yield:

2-bromoanisole (578-57-4) → trans-4-(o-methoxyphenylsulfonyl)-5-methyl-5-phenyl-2-oxazoline (118617-72-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) n-BuLi 2.) sulfur / 1.) Et₂O, -78 deg C, 30 min; 2.) Et₂O, 15 min; 3 h

2: 1.) t-BuOK / 1.) ether, DMSO, RT, 5 h 2.) ether, DMSO, RT, 5 h

3: 85percent m-CPBA / CH₂Cl₂ / 5 h / Ambient temperature

4: 85 percent / POCl₃, Et₃N / 0.5 h / 0 °C / further reag.: (i-Pr)2NH

5: 92 percent / 50percent aq. NaOH, benzyltrimethylammonium chloride / benzene / 3 h / 15 °C

With sodium hydroxide; n-butyllithium; potassium tert-butylate; benzyltrimethylammonium chloride; sulfur; triethylamine; 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; In dichloromethane; benzene;

DOI:10.1016/S0040-4020(01)87684-5

Reference yield:

2-Methoxybenzenethiol (7217-59-6) → trans-4-(o-methoxyphenylsulfonyl)-5-methyl-5-phenyl-2-oxazoline (118617-72-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) t-BuOK / 1.) ether, DMSO, RT, 5 h 2.) ether, DMSO, RT, 5 h

2: 85percent m-CPBA / CH₂Cl₂ / 5 h / Ambient temperature

3: 85 percent / POCl₃, Et₃N / 0.5 h / 0 °C / further reag.: (i-Pr)2NH

4: 92 percent / 50percent aq. NaOH, benzyltrimethylammonium chloride / benzene / 3 h / 15 °C

With sodium hydroxide; potassium tert-butylate; benzyltrimethylammonium chloride; triethylamine; 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; In dichloromethane; benzene;

DOI:10.1016/S0040-4020(01)87684-5

upstream raw materials:

1-((isocyanomethyl)sulfonyl)-2-methoxybenzene

acetophenone

2-bromoanisole

2-Methoxybenzenethiol