4-(3-Aminobutyl)phenol

Base Information

• Chemical Name: 4-(3-Aminobutyl)phenol
• CAS No.: 52846-75-0
• Molecular Formula: C10H15NO
• Molecular Weight: 165.235
• Hs Code.: 2922299090
• European Community (EC) Number: 821-965-1
• UNII: M1O66HZ003
• DSSTox Substance ID: DTXSID90902589
• Wikidata: Q27283355
• Mol file: 52846-75-0.mol

Synonyms:4-(3-aminobutyl)phenol;52846-75-0;rac 4-(3-Aminobutyl)phenol;Phenol, 4-(3-aminobutyl)-;4-(4'-Hydroxyphenyl)-2-aminobutane;Racemic 3-Amino-1-(4-hydroxyphenyl)butane;UNII-M1O66HZ003;M1O66HZ003;Ractopamine hydrochloride suspension impurity, aminobutylphenol- [USP];3-Amino-1-(4-hydroxyphenyl)butane;NoName_3112;4-(3-Aminobutyl)-phenol;SCHEMBL44507;DTXSID90902589;WNTVTQIJPAFZEL-UHFFFAOYSA-N;4-(4?-Hydroxyphenyl)-2-aminobutane;AKOS000264538;AKOS022478638;(S)-4-(3-AMINO-BUTYL)-PHENOL;NCGC00338162-01;CS-0453287;FT-0661629;FT-0661630;EN300-25929;N14377;AB01330618-02;A935959;J-513360;Q27283355;1-(2-Chlorophenyl)-3-(di(aziridin-1-yl)phosphoryl)urea;Z220327456;RACTOPAMINE HYDROCHLORIDE SUSPENSION IMPURITY, AMINOBUTYLPHENOL- [USP IMPURITY]

Chemical Property of 4-(3-Aminobutyl)phenol

Chemical Property:

• PSA: 46.25000
• LogP: 2.37230
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 165.115364102
• Heavy Atom Count: 12
• Complexity: 119

Purity/Quality:

99%, ^*data from raw suppliers

rac4-(3-Aminobutyl)phenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCC1=CC=C(C=C1)O)N
• Uses: A metabolite of the antihypertensive agent, Labetalol (L096500).

Technology Process of 4-(3-Aminobutyl)phenol

There total 6 articles about 4-(3-Aminobutyl)phenol 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%

4-(4-hydroxyphenyl)-2-oxobutane (5471-51-2) → p-hydroxyhomoamphetamine (52846-75-0,115548-15-7)

Guidance literature:

With nickel(II) tetrafluoroborate hexahydrate; ammonia; hydrogen; bis(2-diphenylphosphinoethyl)phenylphosphine; In 2,2,2-trifluoroethanol; at 120 ℃; for 24h; chemoselective reaction;

DOI:10.1039/d0sc01084g

Reference yield:

[((E)-4-(4-methoxyphenyl)but-3-en-2-ylidene)amino]hydroxide (1222558-29-3) → p-hydroxyhomoamphetamine (52846-75-0,115548-15-7)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / PtO₂ / methanol / 6 h / 60 °C / 15200 Torr

2: HBr

With hydrogen bromide; hydrogen; platinum(IV) oxide; In methanol;

Reference yield:

→ p-hydroxyhomoamphetamine (52846-75-0,115548-15-7)

Guidance literature:

With sodium amalgam; acetic acid; at 50 - 60 ℃;

upstream raw materials:

(+)-(R)-1-Methyl-3-(4-methoxyphenyl)-1-propylamine

[((E)-4-(4-methoxyphenyl)but-3-en-2-ylidene)amino]hydroxide

4-(4-hydroxyphenyl)-2-oxobutane

4-(4'-hydroxyphenyl)but-3-en-2-one

Downstream raw materials:

4-[3-(2-Hydroxy-3-{2-[(E)-2-(3-methyl-isoxazol-5-yl)-vinyl]-phenoxy}-propylamino)-butyl]-phenol

N-[3-(4-hydroxyphenyl)-1-methylpropyl]acetamide

4-(3-acetylaminobutyl)phenyl acetate