5-(3-bromo-4-methoxyphenyl)-6-[4-(methylsulfonyl)phenyl]spiro[2.4]hept-5-ene

Base Information

Chemical Name:5-(3-bromo-4-methoxyphenyl)-6-[4-(methylsulfonyl)phenyl]spiro[2.4]hept-5-ene
CAS No.:171888-44-1
Molecular Formula:C₂₁H₂₁BrO₃S
Molecular Weight:433.366
Hs Code.:

Synonyms:5-(3-bromo-4-methoxyphenyl)-6-[4-(methylsulfonyl)phenyl]spiro[2.4]hept-5-ene

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Chemical Property of 5-(3-bromo-4-methoxyphenyl)-6-[4-(methylsulfonyl)phenyl]spiro[2.4]hept-5-ene

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Technology Process of 5-(3-bromo-4-methoxyphenyl)-6-[4-(methylsulfonyl)phenyl]spiro[2.4]hept-5-ene

There total 12 articles about 5-(3-bromo-4-methoxyphenyl)-6-[4-(methylsulfonyl)phenyl]spiro[2.4]hept-5-ene 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:

: 1027988-15-3
C₃₅H₃₅BrO₉S₃

: 171888-44-1
5-(3-bromo-4-methoxyphenyl)-6-[4-(methylsulfonyl)phenyl]spiro[2.4]hept-5-ene

Guidance literature:: With sodium iodide; zinc; In N,N-dimethyl-formamide; at 150 ℃; for 3h;
DOI:10.1021/jm950664x

Reference yield:

: 50413-24-6
2-bromo-1-(4-methanesulfonylphenyl)ethanone

: 171888-44-1
5-(3-bromo-4-methoxyphenyl)-6-[4-(methylsulfonyl)phenyl]spiro[2.4]hept-5-ene

Guidance literature:: Multi-step reaction with 6 steps

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

2: K₂CO₃, KI / tetrahydrofuran

3: TiCl₃, zinc dust / 1,2-dimethoxy-ethane / 1 h / Heating

4: DIBAL / tetrahydrofuran / 0.25 h / -78 °C

5: pyridine / Ambient temperature

6: 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:

: 1778-09-2
4-(Methylthio)acetophenone

: 171888-44-1
5-(3-bromo-4-methoxyphenyl)-6-[4-(methylsulfonyl)phenyl]spiro[2.4]hept-5-ene

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: K₂CO₃, KI / tetrahydrofuran

5: TiCl₃, zinc dust / 1,2-dimethoxy-ethane / 1 h / Heating

6: DIBAL / tetrahydrofuran / 0.25 h / -78 °C

7: pyridine / Ambient temperature

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

With pyridine; hydrogenchloride; titanium(III) chloride; bromine; 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