4-[(5,6,7,7a,8,9,10,11-octahydro-4H-2-benzo[ef]heptalenyl)carboxamido]benzoic acid

Base Information

• Chemical Name: 4-[(5,6,7,7a,8,9,10,11-octahydro-4H-2-benzo[ef]heptalenyl)carboxamido]benzoic acid
• CAS No.: 1117681-48-7
• Molecular Formula: C₂₃H₂₅NO₃
• Molecular Weight: 363.456
• Mol file: 1117681-48-7.mol

Synonyms:4-[(5,6,7,7a,8,9,10,11-octahydro-4H-2-benzo[ef]heptalenyl)carboxamido]benzoic acid

Chemical Property of 4-[(5,6,7,7a,8,9,10,11-octahydro-4H-2-benzo[ef]heptalenyl)carboxamido]benzoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[(5,6,7,7a,8,9,10,11-octahydro-4H-2-benzo[ef]heptalenyl)carboxamido]benzoic acid

There total 13 articles about 4-[(5,6,7,7a,8,9,10,11-octahydro-4H-2-benzo[ef]heptalenyl)carboxamido]benzoic acid 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: 87.0%

methyl 4-[(5,6,7,7a,8,9,10,11-octahydro-4H-2-benzo[ef]heptalenyl)carboxamido]benzoate (1117681-47-6) → 4-[(5,6,7,7a,8,9,10,11-octahydro-4H-2-benzo[ef]heptalenyl)carboxamido]benzoic acid (1117681-48-7)

Guidance literature:

methyl 4-[(5,6,7,7a,8,9,10,11-octahydro-4H-2-benzo[ef]heptalenyl)carboxamido]benzoate; With water; sodium hydroxide; In ethanol; at 20 ℃; for 3h;

With hydrogenchloride; In ethanol; water;

Reference yield:

C16H19ClO → 4-[(5,6,7,7a,8,9,10,11-octahydro-4H-2-benzo[ef]heptalenyl)carboxamido]benzoic acid (1117681-48-7)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap; pyridine / benzene / 15 h / 20 °C

2: sodium hydroxide / ethanol; water / 1 h / 60 °C

With pyridine; dmap; sodium hydroxide; In ethanol; water; benzene;

DOI:10.1016/j.bmc.2013.04.053

Reference yield:

ethyl (6,7,8,9-tetrahydro-5-benzocycloheptenylidene)acetate (62677-72-9) → 4-[(5,6,7,7a,8,9,10,11-octahydro-4H-2-benzo[ef]heptalenyl)carboxamido]benzoic acid (1117681-48-7)

Guidance literature:

Multi-step reaction with 12 steps

1.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 3 h

2.1: diisobutylaluminium hydride / hexane; toluene / 1 h / -78 - 20 °C

3.1: sodium hydride / benzene; mineral oil / 0.17 h / 0 °C

3.2: 20 - 70 °C

4.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 3 h

5.1: sodium hydroxide / methanol; water / 3 h / 20 °C

6.1: polyphosphoric acid / 4 h / 110 °C

7.1: trifluoroacetic acid; triethylsilane / 60 °C

8.1: aluminum (III) chloride

9.1: sodium hydroxide; bromine / water

10.1: thionyl chloride / benzene / 4 h / Reflux

11.1: dmap; pyridine / benzene / 15 h / 20 °C

12.1: sodium hydroxide / ethanol; water / 1 h / 60 °C

With pyridine; triethylsilane; dmap; aluminum (III) chloride; thionyl chloride; palladium 10% on activated carbon; hydrogen; bromine; sodium hydride; diisobutylaluminium hydride; trifluoroacetic acid; sodium hydroxide; In methanol; ethanol; hexane; water; ethyl acetate; toluene; mineral oil; benzene;

DOI:10.1016/j.bmc.2013.04.053

upstream raw materials:

methyl 4-[(5,6,7,7a,8,9,10,11-octahydro-4H-2-benzo[ef]heptalenyl)carboxamido]benzoate

1-Benzosuberone

ethyl (6,7,8,9-tetrahydro-5-benzocycloheptenylidene)acetate

(6,7,8,9-tetrahydro-5H-5-benzocycloheptenyl)acetaldehyde