2-((2,4-difluorophenyl)amino)-7-hydroxy-10,11-dihydro-5H-dibenzo[a,d][7]annulen-5-one

Base Information

Chemical Name:2-((2,4-difluorophenyl)amino)-7-hydroxy-10,11-dihydro-5H-dibenzo[a,d][7]annulen-5-one
CAS No.:1221486-16-3
Molecular Formula:C₂₁H₁₅F₂NO₂
Molecular Weight:351.352
Hs Code.:

Synonyms:2-((2,4-difluorophenyl)amino)-7-hydroxy-10,11-dihydro-5H-dibenzo[a,d][7]annulen-5-one

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Chemical Property of 2-((2,4-difluorophenyl)amino)-7-hydroxy-10,11-dihydro-5H-dibenzo[a,d][7]annulen-5-one

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Technology Process of 2-((2,4-difluorophenyl)amino)-7-hydroxy-10,11-dihydro-5H-dibenzo[a,d][7]annulen-5-one

There total 7 articles about 2-((2,4-difluorophenyl)amino)-7-hydroxy-10,11-dihydro-5H-dibenzo[a,d][7]annulen-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: 61.4%

: 1221485-69-3
2-((2,4-difluorophenyl)amino)-7-methoxy-10,11-dihydro-5H-dibenzo[a,d][7]annulen-5-one

: 1221486-16-3
2-((2,4-difluorophenyl)amino)-7-hydroxy-10,11-dihydro-5H-dibenzo[a,d][7]annulen-5-one

Guidance literature:: With hydrogen bromide; In acetic acid; at 100 ℃; for 5h;
DOI:10.3390/molecules27010203

Reference yield:

: 871502-87-3
4-bromo-2-formylbenzoic acid

: 1221486-16-3
2-((2,4-difluorophenyl)amino)-7-hydroxy-10,11-dihydro-5H-dibenzo[a,d][7]annulen-5-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium methylate / methanol / 10 h / 70 °C / Cooling with ice

2.1: palladium 10% on activated carbon / ethyl acetate; acetonitrile / 12 h / 20 °C

3.1: thionyl chloride / dichloromethane / 1 h / 40 °C

3.2: 3 h / 20 °C

4.1: potassium tert-butylate; palladium diacetate; XPhos / toluene; tert-butyl alcohol / 24 h / 110 °C / Inert atmosphere

5.1: hydrogen bromide / acetic acid / 5 h / 100 °C

With thionyl chloride; palladium 10% on activated carbon; potassium tert-butylate; hydrogen bromide; sodium methylate; palladium diacetate; XPhos; In methanol; dichloromethane; acetic acid; ethyl acetate; toluene; acetonitrile; tert-butyl alcohol;
DOI:10.3390/molecules27010203

Reference yield:

: (E)-4-bromo-2-(4-methoxystyryl)benzoic acid

: 1221486-16-3
2-((2,4-difluorophenyl)amino)-7-hydroxy-10,11-dihydro-5H-dibenzo[a,d][7]annulen-5-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: palladium 10% on activated carbon / ethyl acetate; acetonitrile / 12 h / 20 °C

2.1: thionyl chloride / dichloromethane / 1 h / 40 °C

2.2: 3 h / 20 °C

3.1: potassium tert-butylate; palladium diacetate; XPhos / toluene; tert-butyl alcohol / 24 h / 110 °C / Inert atmosphere

4.1: hydrogen bromide / acetic acid / 5 h / 100 °C

With thionyl chloride; palladium 10% on activated carbon; potassium tert-butylate; hydrogen bromide; palladium diacetate; XPhos; In dichloromethane; acetic acid; ethyl acetate; toluene; acetonitrile; tert-butyl alcohol;
DOI:10.3390/molecules27010203