1-Acetyl-4-[4-(2,3-dihydroxypropoxy)phenyl]piperazine

Base Information

• Chemical Name: 1-Acetyl-4-[4-(2,3-dihydroxypropoxy)phenyl]piperazine
• CAS No.: 94133-71-8
• Molecular Formula: C₁₅H₂₂N₂O₄
• Molecular Weight: 294.351
• Hs Code.: 2933599590
• European Community (EC) Number: 302-733-4
• DSSTox Substance ID: DTXSID30916387
• Nikkaji Number: J368.184J
• Mol file: 94133-71-8.mol

Synonyms:94133-71-8;1-ACETYL-4-[4-(2,3-DIHYDROXYPROPOXY)PHENYL]PIPERAZINE;EINECS 302-733-4;1-[4-[4-(2,3-dihydroxypropoxy)phenyl]piperazin-1-yl]ethanone;1-Acetyl-4-(4-(2,3-dihydroxypropoxy)phenyl)piperazine;1-{4-[4-(2,3-Dihydroxypropoxy)phenyl]piperazin-1-yl}ethan-1-one;SCHEMBL13708136;DTXSID30916387

Chemical Property of 1-Acetyl-4-[4-(2,3-dihydroxypropoxy)phenyl]piperazine

Chemical Property:

• Vapor Pressure: 2.23E-13mmHg at 25°C
• Boiling Point: 560°C at 760 mmHg
• Flash Point: 292.5°C
• PSA: 73.24000
• Density: 1.245g/cm³
• LogP: 0.09000
• XLogP3: 0
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 294.15795719
• Heavy Atom Count: 21
• Complexity: 324

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)N1CCN(CC1)C2=CC=C(C=C2)OCC(CO)O

Technology Process of 1-Acetyl-4-[4-(2,3-dihydroxypropoxy)phenyl]piperazine

There total 3 articles about 1-Acetyl-4-[4-(2,3-dihydroxypropoxy)phenyl]piperazine 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: 87.0%

(+/-)-1-acetyl-4-<4-(2,3-epoxypropoxy)phenyl>piperazine → (+/-)-1-acetyl-4-<4-(2,3-dihydroxypropoxy)phenyl>piperazine (94133-71-8)

Guidance literature:

With methanesulfonic acid; water; for 24h; Ambient temperature;

DOI:10.1016/0957-4166(95)00161-H

Reference yield: 75.0%

N-acetyl-N'-(4-hydroxyphenyl)piperazine (67914-60-7,89929-31-7) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → (+/-)-1-acetyl-4-<4-(2,3-dihydroxypropoxy)phenyl>piperazine (94133-71-8)

Guidance literature:

With tetrabutylammomium bromide; sodium hydroxide; In water; toluene; at 25 ℃; for 16h; Solvent;

Reference yield:

N-acetyl-N'-(4-hydroxyphenyl)piperazine (67914-60-7,89929-31-7) → (+/-)-1-acetyl-4-<4-(2,3-dihydroxypropoxy)phenyl>piperazine (94133-71-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / KOH, tetrabutyl ammonium bromide / toluene / 2 h / Heating

2: 87 percent / H₂O, methanesulfonic acid / 24 h / Ambient temperature

With potassium hydroxide; methanesulfonic acid; tetrabutylammomium bromide; water; In toluene;

DOI:10.1016/0957-4166(95)00161-H

upstream raw materials:

N-acetyl-N'-(4-hydroxyphenyl)piperazine

epichlorohydrin

Refernces

• 1、 Camps, Pelayo,Farres, Xavier,Garcia, Luisa,Ginesta, Joan,Pascual, Jaume,et al.. "Stereoselective Syntheses of Both Enantiomers of Ketoconazole from (R)- and (S)-Epichlorohydrin". . p. 1283 - 1294. Retrieved 2007/10/03.