Benzeneethanol, a-[4-(dimethylamino)phenyl]-

Base Information

• Chemical Name: Benzeneethanol, a-[4-(dimethylamino)phenyl]-
• CAS No.: 31233-60-0
• Molecular Formula: C16H19NO
• Molecular Weight: 241.333
• Mol file: 31233-60-0.mol

Synonyms:4-dimethylamino-bibenzyl-α-ol;(4-Dimethylamino-phenyl)-benzyl-carbinol;1-p-Dimethylaminophenyl-2-phenylethanol;

Chemical Property of Benzeneethanol, a-[4-(dimethylamino)phenyl]-

Chemical Property:

• Melting Point: 57-59 °C
• Boiling Point: 378.6±30.0 °C(Predicted)
• PSA: 23.47000
• Density: 1.100±0.06 g/cm3(Predicted)
• LogP: 3.02870

Purity/Quality:

ALPHA-(4-(DIMETHYLAMINO)PHENYL)PHENETHYL ALCOHOL Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzeneethanol, a-[4-(dimethylamino)phenyl]-

There total 11 articles about Benzeneethanol, a-[4-(dimethylamino)phenyl]- 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: 98.0%

benzyl chloride (100-44-7) + 4-dimethylamino-benzaldehyde (100-10-7) → 1-[4-(dimethylamino)phenyl]-2-phenylethanol (31233-60-0)

Guidance literature:

benzyl chloride; With magnesium; lithium chloride; zinc(II) chloride; In tetrahydrofuran; at 25 ℃; for 2h; Inert atmosphere;

4-dimethylamino-benzaldehyde; In tetrahydrofuran; at 25 ℃; for 1h; Inert atmosphere;

DOI:10.1039/b812396a

Reference yield:

(Z)-1-[4-N,N-(dimethylamino)phenyl]-2-phenylethene (14301-11-2) → 1-[4-(dimethylamino)phenyl]-2-phenylethanol (31233-60-0) + 4'-dimethylamino-bibenzyl-α-ol (61134-84-7)

Guidance literature:

(Z)-1-[4-N,N-(dimethylamino)phenyl]-2-phenylethene; With pinacol borane; 1,4-di(diphenylphosphino)-butane; bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; In tetrahydrofuran; at 80 ℃; for 72h;

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran; at 20 ℃; Further stages. Title compound not separated from byproducts.;

DOI:10.1002/anie.200702563

Reference yield:

α-phenyl-(4-N,N-dimethylamino)acetophenone (97606-39-8) → 1-[4-(dimethylamino)phenyl]-2-phenylethanol (31233-60-0)

Guidance literature:

With ethanol; platinum; at 60 ℃; Hydrogenation;

DOI:10.1021/ja01374a046

upstream raw materials:

α-phenyl-(4-N,N-dimethylamino)acetophenone

4-dimethylamino-benzaldehyde

benzylmagnesium chloride

(Z)-1-[4-N,N-(dimethylamino)phenyl]-2-phenylethene

Downstream raw materials:

4-(N,N-dimethylamino)stilbene

α-phenyl-(4-N,N-dimethylamino)acetophenone

trimethyl-(stilbenyl-⁽⁴⁾)-ammonium iodide

(E)-N,N-dimethyl-4-styrylbenzenamine

Refernces

• 1、 Jian, Yujuan,Sun, Gaojun,Li, Jiaming,Su, Dan,Li, Chuanrun,Zhong, Guochen. "A practical method to stereospecifically synthesize trans-stilbene derivatives". experimental part. p. 1423 - 1428. Retrieved 2011/10/31.
• 2、 Metzger, Albrecht,Piller, Fabian M.,Knochel, Paul. "Polyfunctional benzylic zinc chlorides by the direct insertion of magnesium into benzylic chlorides in the presence of LiCl and ZnCl2". supporting information; experimental part. p. 5824 - 5826. Retrieved 2009/04/13.