Ally-(3-bromobenzyl)ether

Base Information

• Chemical Name: Ally-(3-bromobenzyl)ether
• CAS No.: 854616-68-5
• Molecular Formula: C₁₀H₁₁BrO
• Molecular Weight: 227.101
• Mol file: 854616-68-5.mol

Synonyms:1-allyloxymethyl-3-bromobenzene

Chemical Property of Ally-(3-bromobenzyl)ether

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Ally-(3-bromobenzyl)ether ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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Technology Process of Ally-(3-bromobenzyl)ether

There total 1 articles about Ally-(3-bromobenzyl)ether 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: 98.0%

(3-Bromophenyl)methanol (15852-73-0) + allyl bromide (106-95-6) → 1-allyloxymethyl-3-bromobenzene (854616-68-5)

Guidance literature:

With sodium hydride; In tetrahydrofuran; hexane; at 20 ℃; for 3h;

DOI:10.1021/ja042414o

Reference yield:

1-allyloxymethyl-3-bromobenzene (854616-68-5) → 3-(allyloxymethyl)phenylboronic acid (854616-69-6)

Guidance literature:

1-allyloxymethyl-3-bromobenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 4h;

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

With hydrogenchloride; In tetrahydrofuran; hexane; at 20 ℃; for 12h;

DOI:10.1021/ja042414o

Reference yield:

1-allyloxymethyl-3-bromobenzene (854616-68-5) → 2-(3-allyloxymethyl)phenylpyrrole (854616-71-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-BuLi / hexane; tetrahydrofuran / 4 h / -78 °C

1.2: trimethylborate / tetrahydrofuran; hexane / -78 - 20 °C

1.3: aq. HCl / tetrahydrofuran; hexane / 12 h / 20 °C

2.1: 62 percent / tetrakis(triphenylphosphine)palladium⁽⁰⁾; aq. Na₂CO₃ / toluene; methanol / 20 h / 80 °C

3.1: 97 percent / CH₃ONa / tetrahydrofuran / 0.67 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; sodium methylate; sodium carbonate; In tetrahydrofuran; methanol; hexane; toluene;

DOI:10.1021/ja042414o

upstream raw materials:

(3-Bromophenyl)methanol

allyl bromide

Downstream raw materials:

3-(allyloxymethyl)phenylboronic acid

2-(3-allyloxymethyl)phenylpyrrole

N-tert-butoxycarbonyl-2-(3-alloxymethyl)phenylpyrrole

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