Methyl 2,2-dimethyl-3-oxo-3-phenylpropanoate

Base Information

• Chemical Name: Methyl 2,2-dimethyl-3-oxo-3-phenylpropanoate
• CAS No.: 64407-08-5
• Molecular Formula: C₁₂H₁₄O₃
• Molecular Weight: 206.241
• DSSTox Substance ID: DTXSID601268215
• Nikkaji Number: J815.102D
• Mol file: 64407-08-5.mol

Synonyms:methyl 2,2-dimethyl-3-oxo-3-phenylpropanoate;64407-08-5;SCHEMBL9558390;DTXSID601268215;2-Benzoylisobutyric acid methyl ester;Methyl alpha,alpha-dimethyl-beta-oxobenzenepropanoate

Chemical Property of Methyl 2,2-dimethyl-3-oxo-3-phenylpropanoate

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 206.094294304
• Heavy Atom Count: 15
• Complexity: 250

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Methyl 2,2-dimethyl-3-oxo-3-phenylpropanoate

There total 22 articles about Methyl 2,2-dimethyl-3-oxo-3-phenylpropanoate 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: 95.0%

methyl 2-dimethylbismuthanyl-2-methylpropanoate (934733-52-5) + benzoyl chloride (98-88-4) → methyl 2,2-dimethyl-3-oxo-3-phenylpropanoate (64407-08-5)

Guidance literature:

methyl 2-dimethylbismuthanyl-2-methylpropanoate; With tBu₄ZnLi₂; In tetrahydrofuran; at -78 ℃; for 0.5h;

benzoyl chloride; In tetrahydrofuran; at -78 - 20 ℃; for 1h;

DOI:10.1002/chem.201100265

Reference yield: 93.0%

1-methoxy-2-methyl-1-trimethylsiloxy-1-propene (31469-15-5) + trimethoxy(benzoyloxy)silane (122278-78-8) → methyl 2,2-dimethyl-3-oxo-3-phenylpropanoate (64407-08-5)

Guidance literature:

With indium(III) bromide; In dichloromethane; at 20 ℃;

DOI:10.1002/anie.201104140

Reference yield: 87.0%

2,2-Dimethyl-3-oxo-3-phenyl-propandithionsaeure-methylester (84072-27-5) → methyl 2,2-dimethyl-3-oxo-3-phenylpropanoate (64407-08-5)

Guidance literature:

With boron trifluoride diethyl etherate; mercury(II) oxide; In tetrahydrofuran; methanol; for 7h; Ambient temperature;

upstream raw materials:

benzoic acid methyl ester

2-bromo-2-methylpropionic acid

1,1-dimethoxy-2-methylprop-1-ene

benzoyl chloride

Downstream raw materials:

2-phenylbenzo[d]oxazole-5-carbaldehyde

5-methyl-2-phenyl-1,3-benzoxazole

3-phenyl-4,4-dimethyl-5-oxo-2-isoxazoline

4,4-dimethyl-5-phenyl-2,4-dihydro-3H-pyrazol-3-one

Refernces

• 1、 Zhu, Yi-Ming,Zhang, Wan,Li, Hongkun,Xu, Xiao-Ping,Ji, Shun-Jun. "Palladium Catalyzed Ring Expansion Reaction of Isoxazolones with Isocyanides: Synthesis of 1,3-Oxazin-6-One Derivatives". . p. 808 - 818. Retrieved 2020/12/03.
• 2、 Chong, Che Chang,Rao, Bin,Kinjo, Rei. "Metal-Free Catalytic Reduction of α,β-Unsaturated Esters by 1,3,2-Diazaphospholene and Subsequent C-C Coupling with Nitriles". . p. 5814 - 5819. Retrieved 2017/09/15.