(E)-2-(o-bromophenoxy)-5-phenyl-4-pentenenitrile

Base Information

• Chemical Name: (E)-2-(o-bromophenoxy)-5-phenyl-4-pentenenitrile
• CAS No.: 280557-83-7
• Molecular Formula: C₁₇H₁₄BrNO
• Molecular Weight: 328.208
• Mol file: 280557-83-7.mol

Synonyms:(E)-2-(o-bromophenoxy)-5-phenyl-4-pentenenitrile

Chemical Property of (E)-2-(o-bromophenoxy)-5-phenyl-4-pentenenitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-2-(o-bromophenoxy)-5-phenyl-4-pentenenitrile

There total 2 articles about (E)-2-(o-bromophenoxy)-5-phenyl-4-pentenenitrile 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: 52.0%

2-(o-bromophenoxy)acetonitrile (90004-90-3) + Cinnamyl bromide (4392-24-9) → (E)-2-(o-bromophenoxy)-5-phenyl-4-pentenenitrile (280557-83-7)

Guidance literature:

2-(o-bromophenoxy)acetonitrile; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at 8 ℃; for 0.75h;

Cinnamyl bromide; In tetrahydrofuran; hexane; at 20 ℃; for 6h;

DOI:10.1002/jccs.200000043

Reference yield:

2-hydroxybromobenzene (95-56-7) → (E)-2-(o-bromophenoxy)-5-phenyl-4-pentenenitrile (280557-83-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: t-BuOK / tetrahydrofuran / 0.75 h / -5 °C

1.2: tetrahydrofuran / 6 h / 50 °C

2.1: LDA / tetrahydrofuran; hexane / 0.75 h / 8 °C

2.2: 52 percent / tetrahydrofuran; hexane / 6 h / 20 °C

With potassium tert-butylate; lithium diisopropyl amide; In tetrahydrofuran; hexane; 1.1: Metallation / 1.2: Alkylation / 2.1: Metallation / 2.2: Alkylation;

DOI:10.1002/jccs.200000043

Reference yield: 52.0%

(E)-2-(o-bromophenoxy)-5-phenyl-4-pentenenitrile (280557-83-7) → 4-[(E)-1-phenylmethylidene]-3,4-dihydro-2H-benzo[b]oxine-2-carbonitrile

Guidance literature:

With triethylamine; triphenylphosphine; palladium diacetate; In N,N-dimethyl-formamide; at 100 ℃;

DOI:10.1002/jccs.200000043

upstream raw materials:

2-(o-bromophenoxy)acetonitrile

Cinnamyl bromide

2-hydroxybromobenzene

Refernces