Ethyl 2-(pyrrolidin-2-yl)acetate

Base Information

• Chemical Name: Ethyl 2-(pyrrolidin-2-yl)acetate
• CAS No.: 5027-77-0
• Molecular Formula: C₈H₁₅NO₂
• Molecular Weight: 157.213
• Hs Code.: 2933990090
• NSC Number: 351296
• DSSTox Substance ID: DTXSID40319840
• Nikkaji Number: J1.935.438E
• Mol file: 5027-77-0.mol

Synonyms:Ethyl 2-(pyrrolidin-2-yl)acetate;5027-77-0;ethyl 2-pyrrolidin-2-ylacetate;NSC 351296;2-pyrrolidineacetic acid ethyl ester;ETHYL PYRROLIDIN-2-YL-ACETATE;NSC351296;2-Pyrrolidineacetic acid, ethyl ester;ethyl-2-pyrrolidineacetate;Ethylpyrrolidin-2-yl-acetate;SCHEMBL5100837;Ethyl (pyrrolidin-2-yl)acetate;DTXSID40319840;2-Pyrrolidineaceticacid,ethyl ester;MFCD09757465;Pyrrolidine-2-acetic acid ethyl ester;AKOS005264690;NSC-351296;BS-13521;EN300-66449;F14113

Chemical Property of Ethyl 2-(pyrrolidin-2-yl)acetate

Chemical Property:

• Vapor Pressure: 0.188mmHg at 25°C
• Refractive Index: 1.443
• Boiling Point: 210.9 °C at 760 mmHg
• PKA: 10.07±0.10(Predicted)
• Flash Point: 81.3 °C
• PSA: 38.33000
• Density: 0.989 g/cm³
• LogP: 1.02040
• Storage Temp.: 2-8°C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 157.110278721
• Heavy Atom Count: 11
• Complexity: 136

Purity/Quality:

99% ^*data from raw suppliers

Ethyl2-(pyrrolidin-2-yl)acetate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC1CCCN1

Technology Process of Ethyl 2-(pyrrolidin-2-yl)acetate

There total 5 articles about Ethyl 2-(pyrrolidin-2-yl)acetate 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%

(1H-pyrrol-2-yl)acetic acid ethyl ester (4778-25-0) → homoproline ethyl ester acetate (5027-77-0)

Guidance literature:

With 5% rhodium on activated aluminium oxide; hydrogen; In acetic acid; under 760.051 Torr;

DOI:10.1016/j.tetlet.2017.12.015

Reference yield: 63.0%

hydrogen ethyl malonate (1071-46-1) + dodecahydro-3a,6a,9a-triaza-trindene (5981-17-9,64314-29-0) → homoproline ethyl ester acetate (5027-77-0)

Guidance literature:

With triethylamine; In acetonitrile; at 35 - 40 ℃; for 2h;

DOI:10.1246/cl.1982.231

Reference yield:

t-butyl (E)-5-(ethoxycarbonyl)pent-4-enylcarbamate (1008751-73-2) → homoproline ethyl ester acetate (5027-77-0)

Guidance literature:

t-butyl (E)-5-(ethoxycarbonyl)pent-4-enylcarbamate; With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 2h;

With triethylamine; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/S0040-4039(03)01703-9

upstream raw materials:

(1H-pyrrol-2-yl)acetic acid ethyl ester

hydrogen ethyl malonate

dodecahydro-3a,6a,9a-triaza-trindene

t-butyl (E)-5-(ethoxycarbonyl)pent-4-enylcarbamate

Downstream raw materials:

ethyl 1-<2-carbethoxy-2-(4'-benzyloxy-3'-methoxyphenyl)ethyl>pyrrolidinyl-2-acetate

1-carbethoxy-2,3-dioxopyrrolizidine

3-(1-pyrrolidinyl)-1-(3-trifluoromethylphenyl)-1,8-naphthyridin-2(1H)-one

(+/-)-1-(tert-Butoxycarbonyl)pyrrolidine-2-acetic acid

Refernces

• 1、 Cincinelli, Raffaella,Beretta, Giangiacomo,Dallavalle, Sabrina. "Total synthesis of tetracyclic kynurenic acid analogues isolated from chestnut honey". . p. 163 - 166. Retrieved 2017/12/15.
• 2、 -. "Angiotensin II antagonist intermediates". . . Retrieved 2008/06/13.