3-Cyclopropoxy-benzonitrile

Base Information

• Chemical Name: 3-Cyclopropoxy-benzonitrile
• CAS No.: 223690-04-8
• Molecular Formula: C₁₀H₉NO
• Molecular Weight: 159.188
• Mol file: 223690-04-8.mol

Synonyms:

Chemical Property of 3-Cyclopropoxy-benzonitrile

Chemical Property:

Purity/Quality:

3-Cyclopropoxy-benzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Cyclopropoxy-benzonitrile

There total 5 articles about 3-Cyclopropoxy-benzonitrile 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: 45.0%

3-(1-benzenesulfonyl-cyclopropoxy)-benzonitrile (223690-10-6) → 3-(cyclopropyloxy)benzonitrile (223690-04-8)

Guidance literature:

With disodium hydrogenphosphate; sodium amalgam; In tetrahydrofuran; methanol; Ambient temperature;

DOI:10.1016/S0040-4039(99)00235-X

Reference yield: 30.0%

potassium cyclopropyltrifluoroborate (1065010-87-8) + m-cyanophenol (873-62-1) → 3-(cyclopropyloxy)benzonitrile (223690-04-8)

Guidance literature:

potassium cyclopropyltrifluoroborate; m-cyanophenol; With 1,10-Phenanthroline; oxygen; copper diacetate; potassium carbonate; In water; toluene; at 70 ℃; for 12h; under 760.051 Torr;

With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In water; isopropyl alcohol; acetone; at 20 ℃;

DOI:10.1021/acs.joc.7b03100

Reference yield:

m-cyanophenol (873-62-1) → 3-(cyclopropyloxy)benzonitrile (223690-04-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / silver carbonate / toluene / 60 h / Ambient temperature

2: 66 percent / oxone, alumina, water / CHCl₃ / Heating

3: 45 percent / sodium hydrogen phosphate, Na-Hg amalgam / methanol; tetrahydrofuran / Ambient temperature

With aluminum oxide; Oxone; disodium hydrogenphosphate; sodium amalgam; water; silver carbonate; In tetrahydrofuran; methanol; chloroform; toluene;

DOI:10.1016/S0040-4039(99)00235-X

upstream raw materials:

3-(1-benzenesulfonyl-cyclopropoxy)-benzonitrile

m-cyanophenol

3-(1-phenylsulfanyl-cyclopropoxy)-benzonitrile

potassium cyclopropyltrifluoroborate

Refernces

• 1、 Hollingworth, Gregory J.,Dinnell, Kevin,Dickinson, Laura C.,Elliott, Jason M.,Kulagowski, Janusz J.,Swain, Christopher J.,Thomson, Christopher G.. "A convenient method for the preparation of aryl cyclopropyl ethers from phenols". . p. 2633 - 2636. Retrieved 2007/10/03.