4-(2-Piperidin-1-yl-ethoxy)-phenylamine

Base Information

• Chemical Name: 4-(2-Piperidin-1-yl-ethoxy)-phenylamine
• CAS No.: 38948-27-5
• Molecular Formula: C13H20 N2 O
• Molecular Weight: 220.315
• Hs Code.: 2933399090
• European Community (EC) Number: 254-206-2
• DSSTox Substance ID: DTXSID50192242
• Nikkaji Number: J319.869C
• Wikidata: Q83064895
• Mol file: 38948-27-5.mol

Synonyms:38948-27-5;4-(2-Piperidin-1-yl-ethoxy)-phenylamine;4-(2-(piperidin-1-yl)ethoxy)aniline;4-[2-(piperidin-1-yl)ethoxy]aniline;4-(2-piperidin-1-ylethoxy)aniline;4-(2-Piperidinoethoxy)aniline;EINECS 254-206-2;4-(2-(piperidin-1-yl)ethoxy)benzenamine hydrochloride;SCHEMBL3574579;SCHEMBL3937460;DTXSID50192242;VTBHKDHFDNLZNG-UHFFFAOYSA-N;HMS1701E19;BBL025756;MFCD07365100;STK346911;4-[2-(1-piperidinyl)ethoxy]aniline;AKOS000102078;SB43245;4-(2-(piperidin-1-yl)ethoxy)benzenamine;VS-08082;Benzenamine, 4-(2-(1-piperidinyl)ethoxy)-;CS-0155257;C78182;EN300-112257;A824341;F2169-0796;Z274741250

Chemical Property of 4-(2-Piperidin-1-yl-ethoxy)-phenylamine

Chemical Property:

• Vapor Pressure: 6.92E-06mmHg at 25°C
• Melting Point: 67 °C
• Boiling Point: 377.1°Cat760mmHg
• PKA: 8.81±0.10(Predicted)
• Flash Point: 181.9°C
• PSA: 38.49000
• Density: 1.07g/cm³
• LogP: 2.65260
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 220.157563266
• Heavy Atom Count: 16
• Complexity: 184

Purity/Quality:

98%min ^*data from raw suppliers

4-(2-Piperidin-1-yl-ethoxy)phenylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(CC1)CCOC2=CC=C(C=C2)N

Technology Process of 4-(2-Piperidin-1-yl-ethoxy)-phenylamine

There total 22 articles about 4-(2-Piperidin-1-yl-ethoxy)-phenylamine 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: 93.0%

tert-butyl ((4-(2-piperidin-1-yl)ethoxy)phenyl)carbamate (866021-30-9) → 4-(2-(piperidin-1-yl)ethoxy)aniline (38948-27-5)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 0.25h;

DOI:10.1016/j.tet.2021.132108

Reference yield: 68.0%

N-chloroethylpiperidine hydrochloride (2008-75-5) + 4-amino-phenol (123-30-8) → 4-(2-(piperidin-1-yl)ethoxy)aniline (38948-27-5)

Guidance literature:

With sodium hydroxide; In N,N-dimethyl-formamide; at 75 ℃; for 2h;

Reference yield: 61.0%

2-(piperidin-4-yl)ethyl chloride (1932-03-2) + 2-chloro 4-aminophenol (3964-52-1) → 4-(2-(piperidin-1-yl)ethoxy)aniline (38948-27-5)

Guidance literature:

With potassium carbonate; In acetonitrile; at 20 ℃; for 48h;

upstream raw materials:

1-[2-(1-piperidinyl)ethoxy]4-nitrobenzene

acetic acid-[4-(2-piperidino-ethoxy)-anilide]

1-(2-(4-nitrophenoxy)ethyl)piperidine hydrochloride

tert-butyl ((4-(2-piperidin-1-yl)ethoxy)phenyl)carbamate

Downstream raw materials:

Octansaeure-<4-(2-piperidino-ethoxy)-anilid>

(5,6-dimethyl-benzooxazol-2-yl)-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-amine

2-Chloro-3-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-propionic acid methyl ester

Refernces

• 1、 Norén, Rolf. "Evaluation of 2-(piperidine-1-yl)-ethyl (PIP) as a protecting group for phenols: Stability to ortho-lithiation conditions and boiling concentrated hydrobromic acid, orthogonality with most common protecting group classes, and deprotection via Cope elimination or by mild Lewis acids". . . Retrieved 2021/04/07.
• 2、 Luo, Guoshun,Chen, Mingqi,Lyu, Weiting,Zhao, Ruheng,Xu, Qian,You, Qidong,Xiang, Hua. "Design, synthesis, biological evaluation and molecular docking studies of novel 3-aryl-4-anilino-2H-chromen-2-one derivatives targeting ERα as anti-breast cancer agents". . p. 2668 - 2673. Retrieved 2017/05/29.