1-Benzenesulfinyl-1-chloro-4-(4-methoxy-phenyl)-3-methyl-butan-2-ol

Base Information

• Chemical Name: 1-Benzenesulfinyl-1-chloro-4-(4-methoxy-phenyl)-3-methyl-butan-2-ol
• CAS No.: 152236-00-5
• Molecular Formula: C₁₈H₂₁ClO₃S
• Molecular Weight: 352.882
• Mol file: 152236-00-5.mol

Synonyms:1-Benzenesulfinyl-1-chloro-4-(4-methoxy-phenyl)-3-methyl-butan-2-ol

Chemical Property of 1-Benzenesulfinyl-1-chloro-4-(4-methoxy-phenyl)-3-methyl-butan-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-Benzenesulfinyl-1-chloro-4-(4-methoxy-phenyl)-3-methyl-butan-2-ol

There total 1 articles about 1-Benzenesulfinyl-1-chloro-4-(4-methoxy-phenyl)-3-methyl-butan-2-ol 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:

chloromethyl phenyl sulfoxide (7205-94-9) + 3-(p-methoxyphenyl)-2-methylpropionaldehyde (5462-06-6) → 1-Benzenesulfinyl-1-chloro-4-(4-methoxy-phenyl)-3-methyl-butan-2-ol (152236-00-5)

Guidance literature:

With lithium diisopropyl amide; Yield given. Multistep reaction; 1.) THF, -60 deg C, 10 min, 2.) THF, 10 min;

DOI:10.1246/bcsj.66.1866

Reference yield: 91.0%

methanesulfonyl chloride (124-63-0) + 1-Benzenesulfinyl-1-chloro-4-(4-methoxy-phenyl)-3-methyl-butan-2-ol (152236-00-5) → Methanesulfonic acid 1-(benzenesulfinyl-chloro-methyl)-3-(4-methoxy-phenyl)-2-methyl-propyl ester (152236-02-7)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1246/bcsj.66.1866

Reference yield:

1-Benzenesulfinyl-1-chloro-4-(4-methoxy-phenyl)-3-methyl-butan-2-ol (152236-00-5) → 4-(4-methoxyphenyl)-3-methyl-1-butyne

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / triethylamine / CH₂Cl₂ / 0.5 h / 0 °C

2: 77 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / tetrahydrofuran / 0.33 h / 0 °C

3: 91 percent / t-BuLi / tetrahydrofuran / 0.17 h / -78 °C

With tert.-butyl lithium; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1246/bcsj.66.1866

upstream raw materials:

chloromethyl phenyl sulfoxide

3-(p-methoxyphenyl)-2-methylpropionaldehyde

Downstream raw materials:

Methanesulfonic acid 1-(benzenesulfinyl-chloro-methyl)-3-(4-methoxy-phenyl)-2-methyl-propyl ester