Methyl 2-[(acetyloxy)methyl]-3-phenylprop-2-enoate

Base Information

• Chemical Name: Methyl 2-[(acetyloxy)methyl]-3-phenylprop-2-enoate
• CAS No.: 124957-42-2
• Molecular Formula: C13H14O4
• Molecular Weight: 234.252
• DSSTox Substance ID: DTXSID80705889
• Mol file: 124957-42-2.mol

Synonyms:124957-42-2;Methyl 2-[(acetyloxy)methyl]-3-phenylprop-2-enoate;SCHEMBL7102965;DTXSID80705889;BETMVIATCLCGRE-UHFFFAOYSA-N;methyl 2-benzylidene-3-acetoxypropionate;2-benzylidene-3-acetoxypropionate methyl ester

Chemical Property of Methyl 2-[(acetyloxy)methyl]-3-phenylprop-2-enoate

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 234.08920892
• Heavy Atom Count: 17
• Complexity: 301

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCC(=CC1=CC=CC=C1)C(=O)OC

Technology Process of Methyl 2-[(acetyloxy)methyl]-3-phenylprop-2-enoate

There total 8 articles about Methyl 2-[(acetyloxy)methyl]-3-phenylprop-2-enoate 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%

Methyl 3-acetoxy-2-methylene-3-phenylpropanoate (124957-36-4) → Methyl (2E)-2-(acetoxymethyl)-3-phenylprop-2-enoate (124957-42-2)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; In tetrahydrofuran; for 0.166667h; Heating;

Reference yield: 86.0%

iodobenzene (591-50-4) + methyl 2-(1-acetoxymethyl)acrylate (30982-08-2) → Methyl (2E)-2-(acetoxymethyl)-3-phenylprop-2-enoate (124957-42-2)

Guidance literature:

With silver(I) acetate; palladium diacetate; acetic acid; at 50 ℃; for 5h;

DOI:10.1016/j.tetlet.2012.11.026

Reference yield:

Methyl 3-acetoxy-2-methylene-3-phenylpropanoate (124957-36-4) → Methyl (2E)-2-(acetoxymethyl)-3-phenylprop-2-enoate (124957-42-2) + (Z)-2-benzylidene-3-acetoxypropionate methyl ester (159763-37-8)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; In tetrahydrofuran; for 0.5h; Yield given. Yields of byproduct given; Heating;

DOI:10.1016/S0040-4020(01)89311-X

upstream raw materials:

Methyl 3-acetoxy-2-methylene-3-phenylpropanoate

methyl 3-hydroxy-2-methylidene-3-phenylpropionate

benzaldehyde

acetic anhydride

Downstream raw materials:

(E)-2-(Hydroxymethyl)-3-phenyl-2-propenoic acid

methyl 3-acetoxy-2-benzylpropanoate

methyl (2E)-2-(hydroxymethyl)-3-phenylprop-2-enoate

(R)-2-hydroxymethyl-3-phenylpropionic acid