2-Naphthoyl benzoylmethane

Base Information

• Chemical Name: 2-Naphthoyl benzoylmethane
• CAS No.: 57114-80-4
• Molecular Formula: C19H14O2
• Molecular Weight: 274.319
• DSSTox Substance ID: DTXSID00595648
• Nikkaji Number: J1.839.835D
• Wikidata: Q82490712
• Mol file: 57114-80-4.mol

Synonyms:2-naphthoyl benzoylmethane;57114-80-4;SCHEMBL1003111;DTXSID00595648;OSGZQTUEDXNVLY-UHFFFAOYSA-N;1-(Naphthalen-2-yl)-3-phenylpropane-1,3-dione

Chemical Property of 2-Naphthoyl benzoylmethane

Chemical Property:

• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 274.099379685
• Heavy Atom Count: 21
• Complexity: 381

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)CC(=O)C2=CC3=CC=CC=C3C=C2

Technology Process of 2-Naphthoyl benzoylmethane

There total 12 articles about 2-Naphthoyl benzoylmethane 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: 97.0%

1-(naphthalen-2-yl)-3-phenylprop-2-yn-1-one (16736-88-2) → 1-(naphthalen-2-yl)-3-phenyl-propan-1,3-dione (57114-80-4)

Guidance literature:

With (triphenylphosphine)gold(I) chloride; water; silver trifluoromethanesulfonate; In methanol; at 25 ℃; for 12h;

Reference yield: 93.0%

ethyl benzoylnaphthoyl acetate (690958-91-9) → 1-(naphthalen-2-yl)-3-phenyl-propan-1,3-dione (57114-80-4)

Guidance literature:

With sodium chloride; In dimethyl sulfoxide; at 140 ℃;

DOI:10.1002/chem.200305321

Reference yield: 72.0%

benzoyl chloride (98-88-4) + methyl 2-naphthyl ketone (93-08-3) → 1-(naphthalen-2-yl)-3-phenyl-propan-1,3-dione (57114-80-4)

Guidance literature:

methyl 2-naphthyl ketone; In toluene; at 0 ℃; for 0.5h; Inert atmosphere;

With lithium hexamethyldisilazane; In tetrahydrofuran; toluene; at 0 ℃; for 0.5h; Inert atmosphere;

benzoyl chloride; In tetrahydrofuran; toluene; for 0.0333333h; Inert atmosphere;

DOI:10.1021/acs.joc.0c02366

upstream raw materials:

benzoic acid ethyl ester

methyl 2-naphthyl ketone

ethyl benzoylnaphthoyl acetate

ethyl 3-oxo-3-phenylpropionate

Downstream raw materials:

5-(naphthalene-2-yl)-3-phenylisoxazole

3-(naphthalen-2-yl)-5-phenyl-1,2-oxazole

4,4-dimethyl-3-(2'-naphthyl)-5-phenyl-4H-pyrazole

2,2-dimethyl-1-(2'-naphthyl)-3-phenylpropane-1,3-dione

Refernces

• 1、 -. "Method of preparing 1,3-diketone compound by acetyenic ketone". Paragraph 0181-0187. . Retrieved 2019/06/12.
• 2、 He, Zhen,Qi, Xiaotian,She, Zhijie,Zhao, Yinsong,Li, Shiqing,Tang, Junbin,Gao, Ge,Lan, Yu,You, Jingsong. "Room-Temperature Coupling/Decarboxylation Reaction of α-Oxocarboxylates with α-Bromoketones: Solvent-Controlled Regioselectivity for 1,2- and 1,3-Diketones". supporting information. p. 1403 - 1411. Retrieved 2017/02/10.