methyl 2-phenylpyrrolidinecarboxylate

Base Information

• Chemical Name: methyl 2-phenylpyrrolidinecarboxylate
• CAS No.: 142075-07-8
• Molecular Formula: C₁₂H₁₅NO₂
• Molecular Weight: 205.257
• Mol file: 142075-07-8.mol

Synonyms:

Chemical Property of methyl 2-phenylpyrrolidinecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-phenylpyrrolidinecarboxylate

There total 7 articles about methyl 2-phenylpyrrolidinecarboxylate 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: 79.0%

phenylmagnesium bromide + methyl pyrrolidinecarboxylate iminium cation (250691-28-2) → methyl 2-phenylpyrrolidinecarboxylate (142075-07-8,142075-09-0)

Guidance literature:

In diethyl ether; dichloromethane; at -72 ℃; for 0.166667h; Further Variations:; Reaction partners; Product distribution;

DOI:10.1016/S0040-4039(01)00128-9

Reference yield: 4.0%

phenyllithium (591-51-5) + methyl pyrrolidinecarboxylate iminium cation (250691-28-2) → methyl 2-phenylpyrrolidinecarboxylate (142075-07-8,142075-09-0)

Guidance literature:

In diethyl ether; dichloromethane; at -72 ℃; for 0.166667h;

DOI:10.1016/S0040-4039(01)00128-9

Reference yield:

2-(phenyl)pyrrolidine (1006-64-0) + methyl chloroformate (79-22-1) → methyl 2-phenylpyrrolidinecarboxylate (142075-07-8,142075-09-0)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1002/anie.201803539

upstream raw materials:

methyl-N-(4-bromo-4-phenylbutyl)carbamate

methyl pyrrolidinecarboxylate iminium cation

phenyllithium

N-(methoxycarbonyl)pyrrolidine

Downstream raw materials:

2-Oxo-5-phenyl-pyrrolidine-1-carboxylic acid methyl ester

Refernces

• 1、 Suga, Seiji,Okajima, Masayuki,Yoshida, Jun-ichi. "Reaction of an electrogenerated 'iminium cation pool' with organometallic reagents. Direct oxidative α-alkylation and -arylation of amine derivatives". . p. 2173 - 2176. Retrieved 2007/10/03.
• 2、 Dicks, Patrick F.,Glover, Steohen A.,Goosen, Andre,McCleland, Cedric W.. "REACTIONS OF CARBAMYL RADICALS: INTRAMOLECULAR HYDROGEN ABSTRACTION REACTIONS". . p. 923 - 934. Retrieved 2007/10/02.