Methyl 4-(1-methoxy-2-methyl-1-oxopropan-2-yl)benzoate

Base Information

• Chemical Name: Methyl 4-(1-methoxy-2-methyl-1-oxopropan-2-yl)benzoate
• CAS No.: 105235-96-9
• Molecular Formula: C₁₃H₁₆O₄
• Molecular Weight: 236.268
• DSSTox Substance ID: DTXSID101027834
• Nikkaji Number: J2.049.040C
• Mol file: 105235-96-9.mol

Synonyms:methyl 4-(1-methoxy-2-methyl-1-oxopropan-2-yl)benzoate;methyl 4-(2-methoxy-1,1-dimethyl-2-oxoethyl)benzoate;SCHEMBL9129171;DTXSID101027834;AE-562/12222696;105235-96-9

Chemical Property of Methyl 4-(1-methoxy-2-methyl-1-oxopropan-2-yl)benzoate

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 236.10485899
• Heavy Atom Count: 17
• Complexity: 288

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Methyl 4-(1-methoxy-2-methyl-1-oxopropan-2-yl)benzoate

There total 3 articles about Methyl 4-(1-methoxy-2-methyl-1-oxopropan-2-yl)benzoate 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: 96.0%

1-methoxy-2-methyl-1-trimethylsiloxy-1-propene (31469-15-5) + Methyl 4-chlorobenzoate (1126-46-1) → methyl 4-(1-methoxy-2-methyl-oxopropan-2-yl)benzoate (105235-96-9)

Guidance literature:

With zinc(II) fluoride; tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In N,N-dimethyl-formamide; toluene; at 80 ℃; for 12h;

DOI:10.1021/ja031544e

Reference yield: 94.0%

1-methoxy-2-methyl-1-trimethylsiloxy-1-propene (31469-15-5) + 4-methoxycarbonylphenyl bromide (619-42-1) → methyl 4-(1-methoxy-2-methyl-oxopropan-2-yl)benzoate (105235-96-9)

Guidance literature:

With zinc(II) fluoride; tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 80 ℃; for 12h;

DOI:10.1021/ja036792p

Reference yield: 92.0%

Methyl isobutyrate (547-63-7,133320-07-7,67505-84-4) + 4-methoxycarbonylphenyl bromide (619-42-1) → methyl 4-(1-methoxy-2-methyl-oxopropan-2-yl)benzoate (105235-96-9)

Guidance literature:

Methyl isobutyrate; With sodium hexamethyldisilazane; In toluene; at 0 ℃; for 1h; Inert atmosphere; Sealed tube;

With zinc(II) chloride; In tetrahydrofuran; toluene; at 20 ℃; for 1h; Inert atmosphere; Sealed tube;

4-methoxycarbonylphenyl bromide; With di-μ-bromobis(tri-tert-butylphosphino)dipalladium(I); In tetrahydrofuran; toluene; at 20 ℃; for 4h; Inert atmosphere; Sealed tube;

DOI:10.1021/jo401476f

upstream raw materials:

1-methoxy-2-methyl-1-trimethylsiloxy-1-propene

4-methoxycarbonylphenyl bromide

Methyl 4-chlorobenzoate

Methyl isobutyrate