Spiro[2.4]hept-5-ene, 5-(3-chloro-4-methoxyphenyl)-6-[4-(methylsulfonyl)phenyl]-

Base Information

• Chemical Name: Spiro[2.4]hept-5-ene, 5-(3-chloro-4-methoxyphenyl)-6-[4-(methylsulfonyl)phenyl]-
• CAS No.: 169154-04-5
• Molecular Formula: C21H21ClO3S
• Molecular Weight: 388.915
• Mol file: 169154-04-5.mol

Synonyms:

Chemical Property of Spiro[2.4]hept-5-ene, 5-(3-chloro-4-methoxyphenyl)-6-[4-(methylsulfonyl)phenyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Spiro[2.4]hept-5-ene, 5-(3-chloro-4-methoxyphenyl)-6-[4-(methylsulfonyl)phenyl]-

There total 14 articles about Spiro[2.4]hept-5-ene, 5-(3-chloro-4-methoxyphenyl)-6-[4-(methylsulfonyl)phenyl]- 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: 86.0%

C35H35ClO9S3 (173776-70-0) → 5-(3-chloro-4-methoxyphenyl)-6-[4-(methylsulfonyl)phenyl]spiro[2.4]hept-5-ene (169154-04-5)

Guidance literature:

With sodium iodide; zinc; In N,N-dimethyl-formamide; at 150 ℃; for 3h;

DOI:10.1021/jm950664x

Reference yield:

2-bromo-1-(4-methanesulfonylphenyl)ethanone (50413-24-6) → 5-(3-chloro-4-methoxyphenyl)-6-[4-(methylsulfonyl)phenyl]spiro[2.4]hept-5-ene (169154-04-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 63.3 percent / K₂CO₃, KI / tetrahydrofuran / 6 h / Ambient temperature

2: 73 percent / K₂CO₃, KI / tetrahydrofuran

3: 50 percent / titanium(III) chloride, zinc dust / 1,2-dimethoxy-ethane / 1 h / Heating

4: DIBAL / tetrahydrofuran / 1.) -78 deg C, 15 min, 2.) RT, overnight

5: pyridine / Ambient temperature

6: 86 percent / NaI, zinc dust / dimethylformamide / 3 h / 150 °C

With pyridine; titanium(III) chloride; diisobutylaluminium hydride; potassium carbonate; potassium iodide; sodium iodide; zinc; In tetrahydrofuran; 1,2-dimethoxyethane; N,N-dimethyl-formamide;

DOI:10.1021/jm950664x

Reference yield:

4-(Methylthio)acetophenone (1778-09-2) → 5-(3-chloro-4-methoxyphenyl)-6-[4-(methylsulfonyl)phenyl]spiro[2.4]hept-5-ene (169154-04-5)

Guidance literature:

Multi-step reaction with 8 steps

1: 91 percent / mCPBA / CH₂Cl₂ / Ambient temperature

2: 15.7 g / HCl, bromine / acetic acid

3: 63.3 percent / K₂CO₃, KI / tetrahydrofuran / 6 h / Ambient temperature

4: 73 percent / K₂CO₃, KI / tetrahydrofuran

5: 50 percent / titanium(III) chloride, zinc dust / 1,2-dimethoxy-ethane / 1 h / Heating

6: DIBAL / tetrahydrofuran / 1.) -78 deg C, 15 min, 2.) RT, overnight

7: pyridine / Ambient temperature

8: 86 percent / NaI, zinc dust / dimethylformamide / 3 h / 150 °C

With pyridine; hydrogenchloride; bromine; titanium(III) chloride; diisobutylaluminium hydride; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; potassium iodide; sodium iodide; zinc; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; acetic acid; N,N-dimethyl-formamide;

DOI:10.1021/jm950664x

upstream raw materials:

C₃₅H₃₅ClO₉S₃

2-bromo-1-(4-methanesulfonylphenyl)ethanone

4-(Methylthio)acetophenone

4-(methanesulfonyl)acetophenone