Methyl 4-cyanobicyclo[2.2.2]octane-1-carboxylate

Base Information

• Chemical Name: Methyl 4-cyanobicyclo[2.2.2]octane-1-carboxylate
• CAS No.: 54202-05-0
• Molecular Formula: C11H15NO2
• Molecular Weight: 193.24
• Hs Code.: 2926909090
• Mol file: 54202-05-0.mol

Synonyms:Methyl 4-cyanobicyclo[2.2.2]octane-1-carboxylate;Bicyclo[2.2.2]octane-1-carboxylic acid, 4-cyano-, methyl ester

Chemical Property of Methyl 4-cyanobicyclo[2.2.2]octane-1-carboxylate

Chemical Property:

• Boiling Point: 292.6±40.0 °C(Predicted)
• PSA: 50.09000
• Density: 1.13±0.1 g/cm3(Predicted)
• LogP: 2.02358
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

97% ^*data from raw suppliers

Methyl4-cyanobicyclo[2.2.2]octane-1-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl 4-cyanobicyclo[2.2.2]octane-1-carboxylate

There total 3 articles about Methyl 4-cyanobicyclo[2.2.2]octane-1-carboxylate 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%

methyl 4-carbamoylbicyclo[2.2.2]octane-1-carboxylate (135908-42-8) → methyl 4-cyanobicyclo[2.2.2]octane-1-carboxylate (54202-05-0)

Guidance literature:

With pyridine; trifluoroacetic anhydride; at 0 ℃; for 0.5h;

Reference yield: 47.0%

→ methyl 4-cyanobicyclo[2.2.2]octane-1-carboxylate (54202-05-0)

Guidance literature:

With pyridine; trifluoroacetic anhydride; at 0 - 20 ℃; for 0.5h;

Reference yield:

bicyclo[2.2.2]octane-1,4-dicarboxylic acid monomethyl ester (18720-35-9) → methyl 4-cyanobicyclo[2.2.2]octane-1-carboxylate (54202-05-0)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonia hydrochloride; triethylamine; benzotriazole-1-yl-oxy-tris(dimethylamino)phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

2: pyridine; trifluoroacetic anhydride / 0.5 h / 0 °C

With pyridine; benzotriazole-1-yl-oxy-tris(dimethylamino)phosphonium hexafluorophosphate; ammonia hydrochloride; triethylamine; trifluoroacetic anhydride; In N,N-dimethyl-formamide;

upstream raw materials:

methyl 4-carbamoylbicyclo[2.2.2]octane-1-carboxylate

bicyclo[2.2.2]octane-1,4-dicarboxylic acid monomethyl ester

Downstream raw materials:

methyl 4-(aminomethyl)bicyclo[2.2.2]octane-1-carboxylate