3-Phenylpropanoic anhydride

Base Information

• Chemical Name: 3-Phenylpropanoic anhydride
• CAS No.: 15781-96-1
• Molecular Formula: C18H18 O3
• Molecular Weight: 282.339
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID80515521
• Nikkaji Number: J2.539.892K
• Wikidata: Q82376433
• Mol file: 15781-96-1.mol

Synonyms:3-Phenylpropanoic anhydride;15781-96-1;3-phenylpropanoyl 3-phenylpropanoate;HYDROCINNAMIC ANHYDRIDE;SCHEMBL1739439;DTXSID80515521;SQAHPYZABTWPNY-UHFFFAOYSA-N;AKOS030255296

Chemical Property of 3-Phenylpropanoic anhydride

Chemical Property:

• PSA: 43.37000
• LogP: 3.32180
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 282.125594432
• Heavy Atom Count: 21
• Complexity: 293

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CCC(=O)OC(=O)CCC2=CC=CC=C2

Technology Process of 3-Phenylpropanoic anhydride

There total 26 articles about 3-Phenylpropanoic anhydride 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%

3-Phenylpropionic acid (501-52-0) → 3-phenylpropionic anhydride (15781-96-1)

Guidance literature:

With dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2010.07.011

Reference yield: 82.0%

ethanol (64-17-5) + 3-Phenylpropionic acid (501-52-0) → ethyl dihydrocinnamate (2021-28-5) + 3-phenylpropionic anhydride (15781-96-1)

Guidance literature:

With magnesium chloride; for 2h;

DOI:10.1055/s-2007-990812

Reference yield: 79.0%

hydrocinnamic acid chloride (645-45-4) + 3-Phenylpropionic acid (501-52-0) → 3-phenylpropionic anhydride (15781-96-1)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.1039/c9nj01984g

upstream raw materials:

[(3,5-dinitro-phenyl)-carbamic acid ]-(3-phenyl-propionic acid )-anhydride

ethynyl methyl ether

3-Phenylpropionic acid

2-benzylmalonic acid

Downstream raw materials:

11β,17-dihydroxy-21-(3-phenyl-propionyloxy)-pregn-4-ene-3,20-dione

testosterone 17β-phenylpropionate

17α-methyl-17β-(3-phenyl-propionyloxy)-(5α)-androstano[2,3-c][1,2,5]oxadiazole

Triethyl-[2-(3-phenyl-propionylamino)-ethyl]-ammonium; iodide

Refernces

• 1、 Matviitsuk, Anastassia,Greenhalgh, Mark D.,Taylor, James E.,Nguyen, Xuan B.,Cordes, David B.,Slawin, Alexandra M. Z.,Lupton, David W.,Smith, Andrew D.. "Unanticipated Silyl Transfer in Enantioselective α,β-Unsaturated Acyl Ammonium Catalysis Using Silyl Nitronates". supporting information. p. 335 - 339. Retrieved 2020/01/11.
• 2、 Qu, Shen,Greenhalgh, Mark D.,Smith, Andrew D.. "Isothiourea-Catalysed Regioselective Acylative Kinetic Resolution of Axially Chiral Biaryl Diols". supporting information. p. 2816 - 2823. Retrieved 2019/02/05.