(2-Acetyl-phenyl)-carbamic acid tert-butyl ester

Base Information

• Chemical Name: (2-Acetyl-phenyl)-carbamic acid tert-butyl ester
• CAS No.: 314773-77-8
• Molecular Formula: C13H17NO3
• Molecular Weight: 235.283
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID601252359
• Nikkaji Number: J1.394.449K
• Mol file: 314773-77-8.mol

Synonyms:314773-77-8;Tert-butyl N-(2-acetylphenyl)carbamate;(2-ACETYL-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER;tert-Butyl (2-acetylphenyl)carbamate;tert-butyl(2-acetylphenyl)carbamate;TERT-BUTYL 2-ACETYLPHENYLCARBAMATE;t-Butyl 2-acetylphenylcarbamate;SCHEMBL15368377;GSAPPURHQAMLCE-UHFFFAOYSA-N;DTXSID601252359;MFCD09997713;AKOS010226753;SB36539;BS-28462;CS-0209995;(2-Acetylphenyl)carbamic acid tert-butyl ester;1,1-Dimethylethyl N-(2-acetylphenyl)carbamate;EN300-797456;N-(2-Acetylphenyl)-carbamic acid Tert-Butyl ester;J-522853

Chemical Property of (2-Acetyl-phenyl)-carbamic acid tert-butyl ester

Chemical Property:

• PSA: 55.40000
• LogP: 3.30920
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 235.12084340
• Heavy Atom Count: 17
• Complexity: 294

Purity/Quality:

≥95% ^*data from raw suppliers

tert-butyl2-acetylphenylcarbamate 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC=CC=C1NC(=O)OC(C)(C)C

Technology Process of (2-Acetyl-phenyl)-carbamic acid tert-butyl ester

There total 9 articles about (2-Acetyl-phenyl)-carbamic acid tert-butyl ester 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: 99.0%

di-tert-butyl dicarbonate (24424-99-5) + 2-aminoacetophenone (551-93-9) → tert-butyl (2-acetylphenyl)carbamate (314773-77-8)

Guidance literature:

In ethanol; at 50 ℃; for 48h; Inert atmosphere;

DOI:10.1002/anie.201405035

Reference yield: 75.0%

4-methylene-2-oxo-4H-benzo[d][1,3]oxazine-1-carboxylic acid tert-butyl ester → tert-butyl (2-acetylphenyl)carbamate (314773-77-8)

Guidance literature:

amberlyst-15; In dichloromethane; at 25 ℃; for 2h;

DOI:10.1016/S0040-4039(03)01597-1

Reference yield: 75.0%

di-tert-butyl dicarbonate (24424-99-5) + 1-(2-azido-phenyl)-ethanone (16714-26-4) → tert-butyl (2-acetylphenyl)carbamate (314773-77-8)

Guidance literature:

With ammonium hydroxide; iron; In methanol; at 25 ℃; for 1h; sonication;

DOI:10.1016/S0040-4039(00)01373-3

upstream raw materials:

di-tert-butyl dicarbonate

1-(2-azido-phenyl)-ethanone

2-(tert-butyloxycarbonylamino)benzoic acid

methylmagnesium bromide

Downstream raw materials:

3-methyl-indole-1-carboxylic acid tert-butyl ester

1-(2-((tert-butoxycarbonyl)amino)phenyl)ethyl acetate

tert-butyl (S)-(2-(1-hydroxyethyl)phenyl)carbamate

tert-butyl (R)-(2-(1-hydroxyethyl)phenyl)carbamate

Refernces

• 1、 Lázaro-Milla, Carlos,Almendros, Pedro. "A Convenient Formal [4+2] Heterocylization Route to Bis(triflyl)tetrahydroquinolines". supporting information. p. 13534 - 13538. Retrieved 2021/08/13.
• 2、 Conlon, Ivie L.,Konsein, Katie,Morel, Yulemni,Chan, Alexandria,Fletcher, Steven. "Construction of 1H-indazoles from ortho-aminobenzoximes by the Mitsunobu reaction". . . Retrieved 2019/08/22.