5-(4-Chloro-benzoyl)-2,3-dihydro-1H-pyrrolizine-2-carboxylic acid methyl ester

Base Information

• Chemical Name: 5-(4-Chloro-benzoyl)-2,3-dihydro-1H-pyrrolizine-2-carboxylic acid methyl ester
• CAS No.: 96327-26-3
• Molecular Formula: C₁₆H₁₄ClNO₃
• Molecular Weight: 303.745

Synonyms:5-(4-Chloro-benzoyl)-2,3-dihydro-1H-pyrrolizine-2-carboxylic acid methyl ester

Chemical Property of 5-(4-Chloro-benzoyl)-2,3-dihydro-1H-pyrrolizine-2-carboxylic acid methyl ester

Chemical Property:

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Technology Process of 5-(4-Chloro-benzoyl)-2,3-dihydro-1H-pyrrolizine-2-carboxylic acid methyl ester

There total 2 articles about 5-(4-Chloro-benzoyl)-2,3-dihydro-1H-pyrrolizine-2-carboxylic acid methyl 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: 86.0%

4-chloro-benzoyl chloride (122-01-0) + methyl 1,2-dihydro-3H-pyrrolo<1,2-a>pyrrole-2-carboxylate (96327-72-9) → 5-(4-Chloro-benzoyl)-2,3-dihydro-1H-pyrrolizine-2-carboxylic acid methyl ester (96327-26-3)

Guidance literature:

In toluene; for 40h; Heating;

DOI:10.1021/jm00146a011

Reference yield:

methyl 3-(2-formyl-1H-pyrrol-1-yl)propanoate (20948-40-7) → 5-(4-Chloro-benzoyl)-2,3-dihydro-1H-pyrrolizine-2-carboxylic acid methyl ester (96327-26-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) CH₃ONa, 2.) H₂ / 2.) 5percent Pd/CaCO₃ / 2.) ethanol, RT, p=1 atm

2: 86 percent / toluene / 40 h / Heating

With hydrogen; sodium methylate; Lindlar's catalyst; In toluene;

DOI:10.1021/jm00146a011

Reference yield: 90.0%

5-(4-Chloro-benzoyl)-2,3-dihydro-1H-pyrrolizine-2-carboxylic acid methyl ester (96327-26-3) → 5-(4-Chloro-benzoyl)-2,3-dihydro-1H-pyrrolizine-2-carboxylic acid (96327-67-2)

Guidance literature:

With potassium hydroxide; In methanol; water; for 0.5h; Heating;

DOI:10.1021/jm00146a011

upstream raw materials:

4-chloro-benzoyl chloride

methyl 1,2-dihydro-3H-pyrrolo<1,2-a>pyrrole-2-carboxylate

methyl 3-(2-formyl-1H-pyrrol-1-yl)propanoate

Downstream raw materials:

5-(4-Chloro-benzoyl)-2,3-dihydro-1H-pyrrolizine-2-carboxylic acid

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