4-Nitro-benzoic acid 1-methyl-1-(3-phenyl-bicyclo[1.1.1]pent-1-yl)-ethyl ester

Base Information

• Chemical Name: 4-Nitro-benzoic acid 1-methyl-1-(3-phenyl-bicyclo[1.1.1]pent-1-yl)-ethyl ester
• CAS No.: 83249-21-2
• Molecular Formula: C₂₁H₂₁NO₄
• Molecular Weight: 351.402
• Mol file: 83249-21-2.mol

Synonyms:4-Nitro-benzoic acid 1-methyl-1-(3-phenyl-bicyclo[1.1.1]pent-1-yl)-ethyl ester

Chemical Property of 4-Nitro-benzoic acid 1-methyl-1-(3-phenyl-bicyclo[1.1.1]pent-1-yl)-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Nitro-benzoic acid 1-methyl-1-(3-phenyl-bicyclo[1.1.1]pent-1-yl)-ethyl ester

There total 4 articles about 4-Nitro-benzoic acid 1-methyl-1-(3-phenyl-bicyclo[1.1.1]pent-1-yl)-ethyl ester 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: 74.0%

3-phenyl-1-(2-hydroxy-2-propyl)bicyclo<1.1.1>pentane (83249-18-7) + 4-nitro-benzoyl chloride (122-04-3) → 4-Nitro-benzoic acid 1-methyl-1-(3-phenyl-bicyclo[1.1.1]pent-1-yl)-ethyl ester (83249-21-2)

Guidance literature:

With dmap; In pyridine; at 43 ℃; for 46h;

DOI:10.1021/jo00146a031

Reference yield:

methyl 3-phenyl-2,2-dichlorobicyclo<1.1.1>pentanecarboxylate (65862-03-5) → 4-Nitro-benzoic acid 1-methyl-1-(3-phenyl-bicyclo[1.1.1]pent-1-yl)-ethyl ester (83249-21-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) tri-n-butyltin hydride, azobis(isobutyronitrile), 2.) NaOH / 1.) 130 deg C, 76 h, 2.) H₂O, heating, 2 h

2: 89 percent / diethyl ether / 3.15 h / Ambient temperature

3: 88 percent / diethyl ether / 12 h / Ambient temperature

4: 74 percent / 4-(dimethylamino)pyridine / pyridine / 46 h / 43 °C

With dmap; sodium hydroxide; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In pyridine; diethyl ether;

DOI:10.1021/jo00146a031

Reference yield:

3-acetyl-1-phenylbicyclo<1.1.1>pentane (83249-05-2) → 4-Nitro-benzoic acid 1-methyl-1-(3-phenyl-bicyclo[1.1.1]pent-1-yl)-ethyl ester (83249-21-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / diethyl ether / 12 h / Ambient temperature

2: 74 percent / 4-(dimethylamino)pyridine / pyridine / 46 h / 43 °C

With dmap; In pyridine; diethyl ether;

DOI:10.1021/jo00146a031

upstream raw materials:

3-phenyl-1-(2-hydroxy-2-propyl)bicyclo<1.1.1>pentane

4-nitro-benzoyl chloride

methyl 3-phenyl-2,2-dichlorobicyclo<1.1.1>pentanecarboxylate

3-acetyl-1-phenylbicyclo<1.1.1>pentane

Downstream raw materials:

3-phenyl-1-(2-propenyl)bicyclo<1.1.1>pentane

3-phenyl-1-(2-hydroxy-2-propyl)bicyclo<1.1.1>pentane