3-Methoxy-4-benzyloxybenzoyl chloride

Base Information

• Chemical Name: 3-Methoxy-4-benzyloxybenzoyl chloride
• CAS No.: 1486-52-8
• Molecular Formula: C15H13ClO3
• Molecular Weight: 276.719
• DSSTox Substance ID: DTXSID001262388
• Nikkaji Number: J2.831.485J
• Mol file: 1486-52-8.mol

Synonyms:1486-52-8;SCHEMBL341137;VRJLWFYHYPQLLO-UHFFFAOYSA-N;DTXSID001262388;3-methoxy-4-benzyloxybenzoyl chloride;4-benzyloxy-3-methoxybenzoyl chloride;AKOS025131285;3-methoxy-4-benzyloxy-benzoyl chloride;3-Methoxy-4-(phenylmethoxy)benzoyl chloride;3-Methoxy-4-(benzyloxy)benzoic acid chloride

Chemical Property of 3-Methoxy-4-benzyloxybenzoyl chloride

Chemical Property:

• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 276.0553220
• Heavy Atom Count: 19
• Complexity: 289

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)C(=O)Cl)OCC2=CC=CC=C2

Technology Process of 3-Methoxy-4-benzyloxybenzoyl chloride

There total 11 articles about 3-Methoxy-4-benzyloxybenzoyl chloride 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: 98.0%

4-(benzyloxy)-3-methoxybenzoic acid (1486-53-9) → 3-methoxy-4-benzyloxybenzoyl chloride (1486-52-8)

Guidance literature:

With 1,2,3-Benzotriazole; thionyl chloride; In dichloromethane; at 20 ℃; for 1.16667h;

DOI:10.1016/j.tetlet.2010.02.018

Reference yield:

3-methoxy-4-(phenylmethoxy)benzaldehyde (2426-87-1) → 3-methoxy-4-benzyloxybenzoyl chloride (1486-52-8)

Guidance literature:

Multi-step reaction with 2 steps

1: Ag₂O

2: PCl₅

With phosphorus pentachloride; silver(l) oxide;

DOI:10.1039/jr9540002246

Reference yield:

vanillin (121-33-5,8014-42-4) → 3-methoxy-4-benzyloxybenzoyl chloride (1486-52-8)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / acetone / 10 h / Inert atmosphere; Reflux

2: sodium dihydrogenphosphate dihydrate; sodium chlorite; dihydrogen peroxide / water; acetonitrile / 10 - 20 °C / Inert atmosphere

3: N,N-dimethyl-formamide; thionyl chloride / dichloromethane / 8 h / Reflux

With sodium chlorite; thionyl chloride; sodium dihydrogenphosphate dihydrate; dihydrogen peroxide; potassium carbonate; N,N-dimethyl-formamide; In dichloromethane; water; acetone; acetonitrile;

DOI:10.1016/j.tet.2016.08.061

upstream raw materials:

4-(benzyloxy)-3-methoxybenzoic acid

ethyl vanillate

3-methoxy-4-hydroxybenzoic acid

ethyl 4-benzyloxy-3-methoxybenzoate

Downstream raw materials:

4-benzyloxy-3-methoxy-benzoic acid-(4-benzyloxy-3-methoxy-phenethylamide)

4-benzyloxy-3-methoxy-benzoic acid-(4-hydroxy-3-methoxy-phenethylamide)

4-benzyloxy-3-methoxy-benzoic acid-(2-benzo[1,3]dioxol-5-yl-2-methoxy-1-methyl-ethylamide)

4-Benzyloxy-3-methoxy-benzoic acid 2-acetyl-6-benzyloxy-3,5-dimethoxy-phenyl ester

Refernces

• 1、 -. "Method For Producing Low Molecular Weight Aromatic Lignin-Derived Compounds". Paragraph 0313-0314. . Retrieved 2019/04/08.
• 2、 Mishra, Vivek Kumar,Ravikumar, Ponneri C.,Maier, Martin E.. "C–H-Activation approach towards the core structure of the alkaloid γ-lycorane". . p. 6499 - 6509. Retrieved 2016/09/23.