4-(4-hydroxy-3-methoxyphenyl)butan-2-ol

Base Information

• Chemical Name: 4-(4-hydroxy-3-methoxyphenyl)butan-2-ol
• CAS No.: 39728-80-8
• Molecular Formula: C11H16 O3
• Molecular Weight: 196.246
• Hs Code.: 2909500090
• European Community (EC) Number: 254-607-2
• UNII: UP8AC5PTXX
• DSSTox Substance ID: DTXSID40960331
• Nikkaji Number: J261.438C
• Wikidata: Q27291185
• Mol file: 39728-80-8.mol

Synonyms:Zingerol

Chemical Property of 4-(4-hydroxy-3-methoxyphenyl)butan-2-ol

Chemical Property:

• Vapor Pressure: 2.51E-05mmHg at 25°C
• Boiling Point: 344.4°Cat760mmHg
• Flash Point: 162.1°C
• PSA: 49.69000
• Density: 1.117g/cm³
• LogP: 1.71420
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 196.109944368
• Heavy Atom Count: 14
• Complexity: 161

Purity/Quality:

98%min ^*data from raw suppliers

4-(3-Hydroxybutyl)-2-methoxyphenol ^*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)OC)O

Technology Process of 4-(4-hydroxy-3-methoxyphenyl)butan-2-ol

There total 17 articles about 4-(4-hydroxy-3-methoxyphenyl)butan-2-ol 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: 100.0%

4-(4-hydroxy-3-methoxyphenyl)-2-butanone (122-48-5) → 3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)butane (39728-80-8)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 20 ℃; for 2.5h; Solvent; Enzymatic reaction;

DOI:10.1016/j.tetasy.2013.04.013

Reference yield: 98.0%

(E)-4-(4-hydroxy-3-methoxyphenyl)but-3-ene-2-one (1080-12-2,22214-42-2) → 4-(4-hydroxy-3-methoxyphenyl)-2-butanone (122-48-5) + 3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)butane (39728-80-8)

Guidance literature:

With sodium tetrahydroborate; nickel(II) chloride hexahydrate; hydrogen; In methanol; at 0 - 30 ℃; under 760.051 Torr; Reflux; Inert atmosphere;

DOI:10.5560/ZNB.2014-4118

Reference yield: 77.0%

methyl magnesium iodide (917-64-6) + 3-(3'-methoxy-4'-hydroxyphenyl)propionaldehyde (80638-48-8) → 3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)butane (39728-80-8)

Guidance literature:

In diethyl ether; at 0 - 23 ℃; for 0.666667h; Inert atmosphere;

DOI:10.1039/c6ob01116k

upstream raw materials:

Dehydrozingerone

4-(3-methoxy-4-trimethylsilyloxyphenyl)butan-2-one

hexanal

ethanol

Downstream raw materials:

(S)-4-(4'-acetyloxy-3'-methoxyphenyl)-2-butanol

(R)-4-(4'-hydroxy-3'-methoxyphenyl)-2-butyl acetate

(S)-4-(4'-hydroxy-3'-methoxyphenyl)-2-butyl acetate

4-(2-benzyl-4-hydroxy-5-methoxyphenyl)butan-2-one

Refernces

• 1、 Sarkar, Debayan,Ghosh, Manoj Kumar,Rout, Nilendri. "Phenyl trimethyl ammonium tribromide mediated robust one-pot synthesis of spiro-oxacycles-an economic route-stereoselective synthesis of oxaspirohexacyclodieneones". . p. 7883 - 7898. Retrieved 2016/08/30.
• 2、 Mesquita, Katiu?cia D.,Waskow, Bianca,Schumacher, Ricardo F.,Perin, Gelson,Jacob, Raquel G.,Alves, Diego. "Glycerol/Hypophosphorous acid and PhSeSePh: An efficient and selective system for reactions in the carbon-carbon double bond of (E)-chalcones". . p. 1261 - 1269. Retrieved 2014/08/05.