(Z)-1-bromo-2-(prop-1-en-1-yloxy)benzene

Base Information

• Chemical Name: (Z)-1-bromo-2-(prop-1-en-1-yloxy)benzene
• CAS No.: 179938-94-4
• Molecular Formula: C₉H₉BrO
• Molecular Weight: 213.074
• Mol file: 179938-94-4.mol

Synonyms:(Z)-1-bromo-2-(prop-1-en-1-yloxy)benzene

Chemical Property of (Z)-1-bromo-2-(prop-1-en-1-yloxy)benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (Z)-1-bromo-2-(prop-1-en-1-yloxy)benzene

There total 3 articles about (Z)-1-bromo-2-(prop-1-en-1-yloxy)benzene 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: 74.0%

O-allyl-2-bromophenol (60333-75-7) → (Z)-1-bromo-2-(prop-1-en-1-yloxy)benzene (179938-94-4)

Guidance literature:

With (1R,2R)-(-)-N,N'-bis(3,5-di-tert-butylsalicydene)-1,2-cyclohexanediaminocobalt(II); 1,1,3,3-Tetramethyldisiloxane; 1-fluoro-2,4,6-trimethylpyridinium trifluoromethanesulfonate; at 20 ℃; for 5h; stereoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.joc.0c00004

Reference yield:

O-allyl-2-bromophenol (60333-75-7) → (Z)-1-bromo-2-(prop-1-en-1-yloxy)benzene (179938-94-4) + (prop-1-enyloxy)-2-bromobenzene

Guidance literature:

With potassium tert-butylate; In dimethyl sulfoxide; Title compound not separated from byproducts; Heating;

DOI:10.1039/b101837j

Reference yield:

2-hydroxybromobenzene (95-56-7) → (Z)-1-bromo-2-(prop-1-en-1-yloxy)benzene (179938-94-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / K₂CO₃ / acetone

2: t-BuOK / dimethylsulfoxide / Heating

With potassium tert-butylate; potassium carbonate; In dimethyl sulfoxide; acetone;

DOI:10.1039/b101837j

upstream raw materials:

O-allyl-2-bromophenol

2-hydroxybromobenzene

Downstream raw materials:

O-allyl-2-bromophenol

Refernces

• 1、 Shi, Mingqi,Wang, Liang,Chen, Qun,He, Mingyang,Shen, Minggui,Zhang, Zhi-hui. "t-BuOK promoted stereoselective isomerization of allyl aryl ethers". supporting information. . Retrieved 2020/08/06.
• 2、 Kocen, Andrew L.,Brookhart, Maurice,Daugulis, Olafs. "Palladium-catalysed alkene chain-running isomerization". supporting information. p. 10010 - 10013. Retrieved 2017/09/12.