3-methyl-2-butenylphenylcarbamate

Base Information

• Chemical Name: 3-methyl-2-butenylphenylcarbamate
• CAS No.: 105902-61-2
• Molecular Formula: C12H15NO2
• Molecular Weight: 205.257
• Mol file: 105902-61-2.mol

Synonyms:.Carbanilsaeure-(γ.γ-dimethyl-allyl)-ester;.4-Phenylcarbamoyloxy-2-methyl-buten-(2);phenyl-carbamic acid-(3-methyl-but-2-enyl ester);.Phenyl-carbamidsaeure-(3-methyl-but-2-enylester);

Chemical Property of 3-methyl-2-butenylphenylcarbamate

Chemical Property:

• PSA: 38.33000
• LogP: 3.27430

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-methyl-2-butenylphenylcarbamate

There total 2 articles about 3-methyl-2-butenylphenylcarbamate 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: 100.0%

phenyl isocyanate (103-71-9) + 3-methyl-2-buten-1-ol (556-82-1) → 3-methylbut-2-en-1-yl phenylcarbamate (105902-61-2)

Guidance literature:

In acetonitrile; at 70 ℃; for 23h; Inert atmosphere;

DOI:10.1002/anie.201809323

Reference yield: 84.0%

N-phenyl methyl carbamate (2603-10-3) + 3-methyl-2-buten-1-ol (556-82-1) → 3-methylbut-2-en-1-yl phenylcarbamate (105902-61-2)

Guidance literature:

With lanthanum(III) isopropoxide; 2-(2-methoxyethoxy)ethyl alcohol; In hexane; for 22h; chemoselective reaction; Reflux;

DOI:10.1021/ol102754y

Reference yield: 95.0%

3-methylbut-2-en-1-yl phenylcarbamate (105902-61-2) + bis(dimethylphenylsilyl)zinc (91076-08-3) → 1-(dimethylphenylsilyl)-3-methyl-2-butene (63972-14-5)

Guidance literature:

bis(dimethylphenylsilyl)zinc; copper(l) iodide; In tetrahydrofuran; at 0 ℃; for 0.333333h;

3-methylbut-2-en-1-yl phenylcarbamate; In tetrahydrofuran; at 0 ℃;

DOI:10.1002/adsc.200404381

upstream raw materials:

phenyl isocyanate

3-methyl-2-buten-1-ol

N-phenyl methyl carbamate

Downstream raw materials:

1-(dimethylphenylsilyl)-3-methyl-2-butene

(2-methyl-3-buten-2-yl)dimethylphenylsilane

Refernces

• 1、 Shi, Jie,Guo, Li-Yun,Hu, Qu-Ping,Liu, Yu-Tao,Li, Qing,Pan, Fei. "Photoredox-Catalyzed Difunctionalization of Unactivated Olefins for Synthesizing Lactam-Substituted gem-Difluoroalkenes". supporting information. p. 8822 - 8827. Retrieved 2021/11/20.
• 2、 Abrams, Roman,Lefebvre, Quentin,Clayden, Jonathan. "Transition Metal Free Cycloamination of Prenyl Carbamates and Ureas Promoted by Aryldiazonium Salts". supporting information. p. 13587 - 13591. Retrieved 2018/09/25.