{4-[2-(Dimethylamino)ethoxy]phenyl}methanol

Base Information

• Chemical Name: {4-[2-(Dimethylamino)ethoxy]phenyl}methanol
• CAS No.: 131028-54-1
• Molecular Formula: C11H17 N O2
• Molecular Weight: 195.261
• Hs Code.: 2922509090
• DSSTox Substance ID: DTXSID10436432
• Wikidata: Q82251701
• Mol file: 131028-54-1.mol

Synonyms:131028-54-1;{4-[2-(Dimethylamino)ethoxy]phenyl}methanol;[4-[2-(DIMETHYLAMINO)ETHOXY]PHENYL]METHANOL;(4-(2-(Dimethylamino)ethoxy)phenyl)methanol;(4-[2-(DIMETHYLAMINO)ETHOXY]PHENYL)METHANOL;Benzenemethanol,4-[2-(dimethylamino)ethoxy]-;(4-{[2-(Dimethylamino)ethyl]oxy}phenyl)methanol;SCHEMBL185585;DTXSID10436432;YRIVJGAEWBORLY-UHFFFAOYSA-N;MFCD08435911;AKOS000249074;AS-9250;4-(2-dimethylamino-ethoxy)-benzyl alcohol;F84217

Chemical Property of {4-[2-(Dimethylamino)ethoxy]phenyl}methanol

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 317°Cat760mmHg
• PKA: 14.50±0.10(Predicted)
• Flash Point: 145.5°C
• PSA: 32.70000
• Density: 1.061g/cm³
• LogP: 1.11930
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 195.125928785
• Heavy Atom Count: 14
• Complexity: 142

Purity/Quality:

98%min ^*data from raw suppliers

{4-[2-(Dimethylamino)ethoxy]phenyl}methanol 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CCOC1=CC=C(C=C1)CO

Technology Process of {4-[2-(Dimethylamino)ethoxy]phenyl}methanol

There total 8 articles about {4-[2-(Dimethylamino)ethoxy]phenyl}methanol 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%

methyl 4-{[2-(dimethylamino)-2-oxoethyl]oxy}benzoate (1208752-16-2) → (4-(2-(dimethylamino)ethoxy)phenyl)methanol (131028-54-1)

Guidance literature:

methyl 4-{[2-(dimethylamino)-2-oxoethyl]oxy}benzoate; With lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether; for 4h; Inert atmosphere; Cooling with ice;

With water; sodium sulfate; In tetrahydrofuran; diethyl ether; Inert atmosphere;

Reference yield: 87.0%

4-(2-dimethylaminoethoxy)benzaldehyde (15182-92-0,87330-48-1) → (4-(2-(dimethylamino)ethoxy)phenyl)methanol (131028-54-1)

Guidance literature:

With methanol; sodium tetrahydroborate; Solvent; Cooling with ice;

Reference yield:

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → (4-(2-(dimethylamino)ethoxy)phenyl)methanol (131028-54-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / acetone / 2 h / Inert atmosphere; Reflux

1.2: Inert atmosphere; Reflux

2.1: sodium tetrahydroborate / methanol / 20 °C

With sodium tetrahydroborate; potassium carbonate; In methanol; acetone;

DOI:10.1016/j.ejmech.2011.05.054

upstream raw materials:

methyl 4-<2-(dimethylamino)ethoxy>benzoate

dimethyl amine

(4-(2-bromoethoxy)phenyl)methan-1-ol

4-hydroxy-benzaldehyde

Downstream raw materials:

5-chloro-N-[(5-chloro-2-thienyl)sulfonyl]-N-[1-[(4-{[2-(dimethylamino)ethyl]oxy}phenyl)methyl]-4-(methyloxy)-1H-indazol-3-yl]-2-thiophenesulfonamide

5-chloro-N-[1-{[4-{[2-(dimethylamino)ethyl]oxy}-3-(methyloxy)phenyl]methyl}-4-(methyloxy)-1H-indazol-3-yl]-2-thiophenesulfonamide

Trimethobenzamide

itopride

Refernces

• 1、 Feng, Chengliang,Yan, Bin,Yin, Guibo,Chen, Junqing,Ji, Min. "Fe(ClO 4) 3 ·h 2 O-Catalyzed Ritter Reaction: A Convenient Synthesis of Amides from Esters and Nitriles". supporting information. p. 2257 - 2264. Retrieved 2018/10/20.
• 2、 -. "SELECTIVE ESTROGEN RECEPTOR MODULATORS". Page/Page column 79. . Retrieved 2012/06/30.