ethyl 2,6-difluoro-4-({[8-bromo-2,2-dimethyl-4-(4-methylphenyl)-6-chromanyl]carbonyl}amino)benzoate

Base Information

• Chemical Name: ethyl 2,6-difluoro-4-({[8-bromo-2,2-dimethyl-4-(4-methylphenyl)-6-chromanyl]carbonyl}amino)benzoate
• CAS No.: 192762-74-6
• Molecular Formula: C₂₈H₂₄BrF₂NO₄
• Molecular Weight: 556.404
• Mol file: 192762-74-6.mol

Synonyms:ethyl 2,6-difluoro-4-({[8-bromo-2,2-dimethyl-4-(4-methylphenyl)-6-chromanyl]carbonyl}amino)benzoate

Chemical Property of ethyl 2,6-difluoro-4-({[8-bromo-2,2-dimethyl-4-(4-methylphenyl)-6-chromanyl]carbonyl}amino)benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 2,6-difluoro-4-({[8-bromo-2,2-dimethyl-4-(4-methylphenyl)-6-chromanyl]carbonyl}amino)benzoate

There total 6 articles about ethyl 2,6-difluoro-4-({[8-bromo-2,2-dimethyl-4-(4-methylphenyl)-6-chromanyl]carbonyl}amino)benzoate 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: 33.0%

ethyl 2,6-difluoro-4-aminobenzoate (191469-36-0) + 8-bromo-2,2-dimethyl-4-(4-methylphenyl)-4(2H)-chroman-6-carboxylic acid (192762-72-4) → ethyl 2,6-difluoro-4-({[8-bromo-2,2-dimethyl-4-(4-methylphenyl)-6-chromanyl]carbonyl}amino)benzoate (192762-74-6)

Guidance literature:

With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; Ambient temperature;

DOI:10.1021/jm9703911

Reference yield:

4-(2-hydroxyphenyl)-2-methyl-2-butanol (4167-73-1) → ethyl 2,6-difluoro-4-({[8-bromo-2,2-dimethyl-4-(4-methylphenyl)-6-chromanyl]carbonyl}amino)benzoate (192762-74-6)

Guidance literature:

Multi-step reaction with 9 steps

1: 100 percent / 15percent aq. H₂SO₄ / benzene / 2 h / 105 °C

2: 54 percent / AlCl₃ / CH₂Cl₂ / 0.5 h / Ambient temperature

3: 92 percent / 5.25percent aq. NaOCl, NaOH / dioxane / 96 h / 65 °C

4: 100 percent / H₂SO₄ / 95 °C

5: 100 percent / Br₂, AcOH / Ambient temperature

6: 76 percent / CrO₃, Ac₂O, AcOH / benzene / 4 h / 0 °C

7: 2.) p-TsOH / 1.) THF, ether, RT, overnight, 2.) toluene, 110 deg C, 30 min

8: 98 percent / 20percent aq. NaOH / ethanol / 2 h / 45 °C

9: 33 percent / DMAP, EDC / CH₂Cl₂ / Ambient temperature

With chromium(VI) oxide; dmap; sodium hydroxide; sodium hypochlorite; aluminium trichloride; sulfuric acid; bromine; acetic anhydride; toluene-4-sulfonic acid; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In 1,4-dioxane; ethanol; dichloromethane; benzene;

DOI:10.1021/jm9703911

Reference yield:

2,2-dimethyl-6-acetylchroman (32333-31-6) → ethyl 2,6-difluoro-4-({[8-bromo-2,2-dimethyl-4-(4-methylphenyl)-6-chromanyl]carbonyl}amino)benzoate (192762-74-6)

Guidance literature:

Multi-step reaction with 7 steps

1: 92 percent / 5.25percent aq. NaOCl, NaOH / dioxane / 96 h / 65 °C

2: 100 percent / H₂SO₄ / 95 °C

3: 100 percent / Br₂, AcOH / Ambient temperature

4: 76 percent / CrO₃, Ac₂O, AcOH / benzene / 4 h / 0 °C

5: 2.) p-TsOH / 1.) THF, ether, RT, overnight, 2.) toluene, 110 deg C, 30 min

6: 98 percent / 20percent aq. NaOH / ethanol / 2 h / 45 °C

7: 33 percent / DMAP, EDC / CH₂Cl₂ / Ambient temperature

With chromium(VI) oxide; dmap; sodium hydroxide; sodium hypochlorite; sulfuric acid; bromine; acetic anhydride; toluene-4-sulfonic acid; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In 1,4-dioxane; ethanol; dichloromethane; benzene;

DOI:10.1021/jm9703911

upstream raw materials:

ethyl 2,6-difluoro-4-aminobenzoate

8-bromo-2,2-dimethyl-4-(4-methylphenyl)-4(2H)-chroman-6-carboxylic acid

4-(2-hydroxyphenyl)-2-methyl-2-butanol

2,2-dimethyl-6-acetylchroman