(4-(2-(Dimethylamino)ethoxy)phenyl)boronic acid

Base Information

• Chemical Name: (4-(2-(Dimethylamino)ethoxy)phenyl)boronic acid
• CAS No.: 194594-60-0
• Molecular Formula: C10H16BNO3
• Molecular Weight: 209.053
• DSSTox Substance ID: DTXSID40463716
• Wikidata: Q82288727
• Mol file: 194594-60-0.mol

Synonyms:194594-60-0;(4-(2-(Dimethylamino)ethoxy)phenyl)boronic acid;[4-[2-(dimethylamino)ethoxy]phenyl]boronic acid;{4-[2-(dimethylamino)ethoxy]phenyl}boronic acid;F2158-1258;(4-[2-(Dimethylamino)ethoxy]phenyl)boranediol;Boronic acid, [4-[2-(dimethylamino)ethoxy]phenyl]-;4-[2-(DIMETHYLAMINO)ETHOXY]PHENYLBORONIC ACID;SCHEMBL1020230;DTXSID40463716;CGPPEWICJQUIGF-UHFFFAOYSA-N;MFCD11183179;SB77860;4-dimethylaminoethoxyphenyl boronic acid;4-dimethylaminoethoxylphenyl boronic acid;SY265497;CS-0255238;4-(2-Dimethylamino-ethoxy)-phenylboronic acid;EN300-102521;A934686

Chemical Property of (4-(2-(Dimethylamino)ethoxy)phenyl)boronic acid

Chemical Property:

• PSA: 52.93000
• LogP: -0.69320
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 209.1223235
• Heavy Atom Count: 15
• Complexity: 170

Purity/Quality:

99% ^*data from raw suppliers

Boronic acid, B-[4-[2-(dimethylamino)ethoxy]phenyl]- 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=C(C=C1)OCCN(C)C)(O)O

Technology Process of (4-(2-(Dimethylamino)ethoxy)phenyl)boronic acid

There total 3 articles about (4-(2-(Dimethylamino)ethoxy)phenyl)boronic acid 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: 70.0%

Trimethyl borate (121-43-7,63156-11-6) + [2-(4-bromophenoxy)ethyl]dimethylamine (2474-07-9) → (4-(2-(dimethylamino)ethoxy)phenyl)boronic acid (194594-60-0)

Guidance literature:

[2-(4-bromophenoxy)ethyl]dimethylamine; With magnesium; In tetrahydrofuran; for 1h; Heating;

Trimethyl borate; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1021/jo048265+

Reference yield:

4-bromo-phenol (106-41-2) → (4-(2-(dimethylamino)ethoxy)phenyl)boronic acid (194594-60-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 82 percent / K₂CO₃ / ethanol; toluene / 80 °C

2.1: Mg / tetrahydrofuran / 1 h / Heating

2.2: 70 percent / tetrahydrofuran / -78 - 20 °C

With potassium carbonate; magnesium; In tetrahydrofuran; ethanol; toluene;

DOI:10.1021/jo048265+

Reference yield:

→ (4-(2-(dimethylamino)ethoxy)phenyl)boronic acid (194594-60-0)

Guidance literature:

upstream raw materials:

Trimethyl borate

[2-(4-bromophenoxy)ethyl]dimethylamine

4-bromo-phenol

Downstream raw materials:

tamoxifen

2-(biphenyl-4'-yloxy)-N,N-dimethylethylamine

cis-1,2-diphenyl-1-<4-(2-dimethylaminoethoxy)phenyl>ethylene

(Z)-methyl 3-(4-(2-(dimethylamino)ethoxy)phenyl)-3-phenylacrylate