1-(2-(4-Bromophenoxy)ethyl)pyrrolidine

Base Information

• Chemical Name: 1-(2-(4-Bromophenoxy)ethyl)pyrrolidine
• CAS No.: 1081-73-8
• Molecular Formula: C12H16BrNO
• Molecular Weight: 270.169
• Hs Code.: 2933990090
• European Community (EC) Number: 214-100-9
• DSSTox Substance ID: DTXSID70148408
• Nikkaji Number: J217.205D
• Wikidata: Q72449078
• Mol file: 1081-73-8.mol

Synonyms:1081-73-8;1-(2-(4-bromophenoxy)ethyl)pyrrolidine;1-[2-(4-Bromophenoxy)ethyl]pyrrolidine;n-[2-(4-bromophenoxy)ethyl]pyrrolidine;4-[2-Pyrrolidinoethoxy]phenyl bromide;Pyrrolidine, 1-[2-(4-bromophenoxy)ethyl]-;N-(2-(p-Bromophenoxy)ethyl)pyrrolidine;C12H16BrNO;EINECS 214-100-9;4-[2-n,n-pyrrolidinoethoxy]phenylbromide;1-[2-(4-bromophenoxy)ethyl]-pyrrolidine;n-(2-(4-bromophenoxy)ethyl)pyrrolidine;1-(2-(4-bromophenoxyl)ethyl)pyrrolidine;1-[2-(4-bromophenoxyl)ethyl]pyrrolidine;Pyrrolidine, 1-(2-(4-bromophenoxy)ethyl)-;CBMicro_021930;1-[2-(4-bromo-phenoxy)-ethyl]-pyrrolidine;4-[2-Pyrrolidinoethoxy]phenylbromide;4-[2-N,N-Pyrrolidinoethoxy]phenyl bromide;Oprea1_609515;SCHEMBL229697;YDWKSSWZGXRQET-UHFFFAOYSA-;DTXSID70148408;CHEBI:151118;BAA08173;CCG-9149;N2-(4-Bromophenoxy)ethylpyrrolidine;MFCD00003180;n2-(4-bromophenoxy)ethyl pyrrolidine;AKOS005166878;AB00296;AC-6417;AM86287;1-(2-(p-Bromophenoxy)ethyl)pyrrolidine;1-[2-(4-bromophenoxy)-ethyl]pyrrolidine;AS-54402;1-[2-(4-bromophenoxyl)ethyl]-pyrrolidine;BIM-0021871.P001;1-[2-(4-bromophenoxy)-ethyl] pyrrolidine;1-[2-(4-bromophenoxy)-ethyl]-pyrrolidine;1-[2-(4-Bromophenoxy)ethyl]pyrrolidine #;A2113;CS-0006699;FT-0607090;Pyrrolidine, 1-[2-(p-bromophenoxy)ethyl]-;1-[2-(4-Bromophenoxy)ethyl]pyrrolidine, 95%;P59960;J-650112

Chemical Property of 1-(2-(4-Bromophenoxy)ethyl)pyrrolidine

Chemical Property:

• Appearance/Colour: colorless or light yellow liquid
• Vapor Pressure: 0.00772mmHg at 25°C
• Refractive Index: n20/D 1.557(lit.)
• Boiling Point: 331.495 °C at 760 mmHg
• PKA: 9.54±0.20(Predicted)
• Flash Point: 163.31 °C
• PSA: 12.47000
• Density: 1.338 g/cm³
• LogP: 2.86160
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 269.04153
• Heavy Atom Count: 15
• Complexity: 175

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-[2-(4-Bromophenoxy)ethyl]pyrrolidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CCN(C1)CCOC2=CC=C(C=C2)Br
• Uses: 1-[2-(4-Bromophenoxy)ethyl]pyrrolidine was used in the synthesis of 4-OCH2CH2 -pyrrolidine.

Technology Process of 1-(2-(4-Bromophenoxy)ethyl)pyrrolidine

There total 4 articles about 1-(2-(4-Bromophenoxy)ethyl)pyrrolidine 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: 89.0%

pyrrolidine (123-75-1) + 1-bromo-4-(2-chloroethoxy)benzene (55162-34-0) → 1-[2-(4-bromophenoxy)ethyl]pyrrolidine (1081-73-8)

Guidance literature:

In ethanol; for 18h; Reflux; Inert atmosphere;

DOI:10.1021/op0100394

Reference yield: 74.0%

4-bromo-phenol (106-41-2) + 1-(2-chloroethyl)pyrrolidine hydrochloride (7250-67-1) → 1-[2-(4-bromophenoxy)ethyl]pyrrolidine (1081-73-8)

Guidance literature:

With sodium ethanolate; In ethanol; at 78 ℃; for 60h; Reagent/catalyst; Inert atmosphere;

DOI:10.1021/op0100394

Reference yield:

2-(4-bromophenoxy)ethanol (34743-88-9) → 1-[2-(4-bromophenoxy)ethyl]pyrrolidine (1081-73-8)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride; pyridine / toluene / 2 h / 20 °C / Reflux; Dean-Stark

2: ethanol / 18 h / Reflux; Inert atmosphere

With pyridine; thionyl chloride; In ethanol; toluene;

DOI:10.1021/op0100394

upstream raw materials:

4-bromo-phenol

1-(2-chloroethyl)pyrrolidine hydrochloride

pyrrolidine

1-bromo-4-(2-chloroethoxy)benzene

Downstream raw materials:

6-methoxy-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophene

5-methoxy-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophene

6-benzyloxy-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl 3-methoxy-4-[(1-pyrrolidinyl)methyl]phenyl ketone

cyclohexyl-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-methanol

Refernces

• 1、 -. "LTA4 Hydrolase inhibitors". Page 70. . Retrieved 2010/01/31.
• 2、 Penning, Thomas D.,Chandrakumar, Nizal S.,Chen, Barbara B.,Chen, Helen Y.,Desai, Bipin N.,Djuric, Stevan W.,Docter, Stephen H.,Gasiecki, Alan F.,Haack, Richard A.,Miyashiro, Julie M.,Russell, Mark A.,Yu, Stella S.,Corley, David G.,Durley, Richard C.,Kilpatrick, Brian F.,Parnas, Barry L.,Askonas, Leslie J.,Gierse, James K.,Harding, Elizabeth I.,Highkin, Maureen K.,Kachur, James F.,Kim, Suzanne H.,Krivi, Gwen G.,Villani-Price, Doreen,Pyla, E. Yvonne,Smith, Walter G.,Ghoreishi-Haack, Nayereh S.. "Structure-activity relationship studies on 1-[2-(4- phenylphenoxy)ethyl]pyrrolidine (SC-22716), a potent inhibitor of leukotriene A4 (LTA4) hydrolase". . p. 721 - 735. Retrieved 2007/10/03.