(R)-2-(2,4-difluoro-phenoxy)-7-(2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-10,11-dihydrodibenzo[a,d]cyclohepten-5-one

Base Information

• Chemical Name: (R)-2-(2,4-difluoro-phenoxy)-7-(2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-10,11-dihydrodibenzo[a,d]cyclohepten-5-one
• CAS No.: 1383443-43-3
• Molecular Formula: C₂₇H₂₄F₂O₅
• Molecular Weight: 466.481

Synonyms:

Chemical Property of (R)-2-(2,4-difluoro-phenoxy)-7-(2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-10,11-dihydrodibenzo[a,d]cyclohepten-5-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of (R)-2-(2,4-difluoro-phenoxy)-7-(2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-10,11-dihydrodibenzo[a,d]cyclohepten-5-one

There total 3 articles about (R)-2-(2,4-difluoro-phenoxy)-7-(2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-10,11-dihydrodibenzo[a,d]cyclohepten-5-one 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:

2-(3-chlorophenethenyl)-5-methoxy-benzoic acid (1353948-58-9) → (R)-2-(2,4-difluoro-phenoxy)-7-(2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-10,11-dihydrodibenzo[a,d]cyclohepten-5-one (1383443-43-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: palladium on activated charcoal; hydrogen / ethyl acetate; acetonitrile / 5 h / 20 °C

2.1: thionyl chloride / dichloromethane / 2 h / Reflux; Inert atmosphere

2.2: 1.5 h / 20 °C

3.1: hydrogen bromide; acetic acid / water / 0.75 h / Reflux

4.1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 80 °C / Inert atmosphere

5.1: potassium phosphate; palladium diacetate; tert-butyl XPhos / toluene

With potassium phosphate; thionyl chloride; palladium on activated charcoal; hydrogen bromide; hydrogen; palladium diacetate; potassium carbonate; acetic acid; tert-butyl XPhos; In dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile; 2.2: Friedel Crafts reaction;

DOI:10.1021/jm300327h

Reference yield:

2-formyl-5-methoxy-benzoic acid (4785-56-2) → (R)-2-(2,4-difluoro-phenoxy)-7-(2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-10,11-dihydrodibenzo[a,d]cyclohepten-5-one (1383443-43-3)

Guidance literature:

Multi-step reaction with 6 steps

1.1: triphenylphosphine / methanol / 2 h / Reflux

1.2: 3.75 h / 0 °C

2.1: palladium on activated charcoal; hydrogen / ethyl acetate; acetonitrile / 5 h / 20 °C

3.1: thionyl chloride / dichloromethane / 2 h / Reflux; Inert atmosphere

3.2: 1.5 h / 20 °C

4.1: hydrogen bromide; acetic acid / water / 0.75 h / Reflux

5.1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 80 °C / Inert atmosphere

6.1: potassium phosphate; palladium diacetate; tert-butyl XPhos / toluene

With potassium phosphate; thionyl chloride; palladium on activated charcoal; hydrogen bromide; hydrogen; palladium diacetate; potassium carbonate; acetic acid; triphenylphosphine; tert-butyl XPhos; In methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile; 1.2: Wittig reaction / 3.2: Friedel Crafts reaction;

DOI:10.1021/jm300327h

Reference yield:

6-methoxyphthalide (4741-63-3) → (R)-2-(2,4-difluoro-phenoxy)-7-(2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-10,11-dihydrodibenzo[a,d]cyclohepten-5-one (1383443-43-3)

Guidance literature:

Multi-step reaction with 7 steps

1.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / chlorobenzene / 85 - 112 °C

2.1: triphenylphosphine / methanol / 2 h / Reflux

2.2: 3.75 h / 0 °C

3.1: palladium on activated charcoal; hydrogen / ethyl acetate; acetonitrile / 5 h / 20 °C

4.1: thionyl chloride / dichloromethane / 2 h / Reflux; Inert atmosphere

4.2: 1.5 h / 20 °C

5.1: hydrogen bromide; acetic acid / water / 0.75 h / Reflux

6.1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 80 °C / Inert atmosphere

7.1: potassium phosphate; palladium diacetate; tert-butyl XPhos / toluene

With potassium phosphate; N-Bromosuccinimide; thionyl chloride; 2,2'-azobis(isobutyronitrile); palladium on activated charcoal; hydrogen bromide; hydrogen; palladium diacetate; potassium carbonate; acetic acid; triphenylphosphine; tert-butyl XPhos; In methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; chlorobenzene; toluene; acetonitrile; 2.2: Wittig reaction / 4.2: Friedel Crafts reaction;

DOI:10.1021/jm300327h

upstream raw materials:

6-methoxyphthalide

2-(3-chlorophenethenyl)-5-methoxy-benzoic acid

2-formyl-5-methoxy-benzoic acid

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