3-(4-bromophenyl)-3-hydroxypropanenitrile

Base Information

• Chemical Name: 3-(4-bromophenyl)-3-hydroxypropanenitrile
• CAS No.: 65984-59-0
• Molecular Formula: C₉H₈BrNO
• Molecular Weight: 226.073
• Mol file: 65984-59-0.mol

Synonyms:3-(4-bromophenyl)-3-hydroxypropanenitrile

Chemical Property of 3-(4-bromophenyl)-3-hydroxypropanenitrile

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(4-bromophenyl)-3-hydroxypropanenitrile

There total 8 articles about 3-(4-bromophenyl)-3-hydroxypropanenitrile 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: 99.0%

4-bromo-benzaldehyde (1122-91-4) + acetonitrile (75-05-8,26809-02-9) → 3-(4-bromophenyl)-3-hydroxypropanenitrile (65984-59-0)

Guidance literature:

methoxy(cyclooctadiene)rhodium(I) dimer; tricyclohexylphosphine; In dimethyl sulfoxide; toluene; at 25 ℃; for 6h;

DOI:10.1039/b800634b

Reference yield: 83.0%

4-bromo-benzaldehyde (1122-91-4) + cyanomethyl bromide (590-17-0) → 3-(4-bromophenyl)-3-hydroxypropanenitrile (65984-59-0)

Guidance literature:

With tin; chloro-trimethyl-silane; In tetrahydrofuran; at 20 ℃; for 1.5h;

DOI:10.1039/a809418g

Reference yield: 59.0%

→ 3-(4-bromophenyl)-3-hydroxypropanenitrile (65984-59-0)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.25h; Inert atmosphere;

In tetrahydrofuran; at -78 ℃; for 0.5h;

upstream raw materials:

3-(4-bromophenyl)-3-oxopropanenitrile

dibutyl(cyanomethyl)telluronium chloride

4-bromo-benzaldehyde

cyanomethyl bromide

Downstream raw materials:

1-(4-bromophenyl)-1-hydroxyhex-5-en-3-one

C₁₂H₁₁BrO

3-(p-bromophenyl)-3-hydroxypropionic acid

3-(4-Bromophenyl)-1-propanamine

Refernces

• 1、 -. "NEW TRPA1 ANTAGONISTS". Page/Page column 102; 103. . Retrieved 2017/08/01.
• 2、 Mochalov,Fedotov,Trofimova,Gazzaeva,Zefirov. "Isomerization of 3-unsubstituted 4,5-dihydroisoxazoles over alumina. A new synthesis of β-hydroxy nitriles". . p. 397 - 403. Retrieved 2016/06/13.