3-(Methoxymethylene)-2(3H)-benzofuranone

Base Information

• Chemical Name: 3-(Methoxymethylene)-2(3H)-benzofuranone
• CAS No.: 40800-90-6
• Molecular Formula: C10H8O3
• Molecular Weight: 176.172
• Hs Code.: 2932209090
• European Community (EC) Number: 813-144-1
• Nikkaji Number: J2.518.048H,J112.579F
• Mol file: 40800-90-6.mol

Synonyms:40800-90-6;3-(Methoxymethylene)benzofuran-2(3H)-one;3-(METHOXYMETHYLENE)-2(3H)-BENZOFURANONE;(3Z)-3-(methoxymethylidene)-1-benzofuran-2-one;2(3H)-Benzofuranone, 3-(methoxymethylene)-;3-(alpha-Methoxy)methylenebenzofuran- 2(3H)-one;SCHEMBL16561703;YDHPXCHZYXPZIS-VURMDHGXSA-N;AKOS006331693;AS-82778;3-(methoxymethylene)-2(3h)-benzo[b]furanone;E79418;(3Z)-3-(Methoxymethylene)-1-benzofuran-2(3H)-one #;3-[(Z)-Methoxymethylene]-2,3-dihydrobenzofuran-2-one

Chemical Property of 3-(Methoxymethylene)-2(3H)-benzofuranone

Chemical Property:

• Appearance/Colour: powder
• Vapor Pressure: 0.000159mmHg at 25°C
• Refractive Index: 1.665
• Boiling Point: 331.1 °C at 760 mmHg
• Flash Point: 136.6 °C
• PSA: 35.53000
• Density: 1.358 g/cm³
• LogP: 1.59290
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 176.047344113
• Heavy Atom Count: 13
• Complexity: 245

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-(Methoxymethylene)-2(3H)-benzofuranone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC=C1C2=CC=CC=C2OC1=O
• Isomeric SMILES: CO/C=C\1/C2=CC=CC=C2OC1=O
• Uses: 3-(Methoxymethylene)-2(3H)-benzofuranone is an intermediate in the synthesis of Azoxystrobin (A965150), an strobilurin fungicide.

Technology Process of 3-(Methoxymethylene)-2(3H)-benzofuranone

There total 18 articles about 3-(Methoxymethylene)-2(3H)-benzofuranone 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: 96.8%

benzofuran-2(3H)-one (553-86-6) + trimethyl orthoformate (149-73-5) → 3-(α-methoxy)methylene benzofuran-2-(3H)-ketone (40800-90-6)

Guidance literature:

With acetic anhydride; at 95 - 100 ℃; Concentration;

Reference yield: 95.2%

methanol (67-56-1) + 3-hydroxymethylenebenzofuran-2(3H)-one potassium salt → 3-(α-methoxy)methylene benzofuran-2-(3H)-ketone (40800-90-6)

Guidance literature:

3-hydroxymethylenebenzofuran-2(3H)-one potassium salt; at 10 ℃; pH=2 - 3;

methanol; With hydrogenchloride; for 4h; Reflux;

Reference yield: 90.0%

2-Hydroxyphenylacetic acid (614-75-5) + trimethyl orthoformate (149-73-5) → 3-(α-methoxy)methylene benzofuran-2-(3H)-ketone (40800-90-6)

Guidance literature:

2-Hydroxyphenylacetic acid; With acetic anhydride; at 100 ℃; for 2h; Inert atmosphere; Large scale;

trimethyl orthoformate; at 100 ℃; for 19h; Time; Large scale;

upstream raw materials:

2-Hydroxyphenylacetic acid

2-Methylpropionic anhydride

benzofuran-2(3H)-one

3-(α-hydroxy)methylenebenzofuran-2(3H)-one

Downstream raw materials:

3-(α-hydroxy)methylenebenzofuran-2(3H)-one

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3,3-dimethoxypropionic acid methyl ester

2-(2-hydroxyphenyl)-3,3-dimethoxypropionic acid methyl ester

Refernces

• 1、 -. "Method for improving conversion rate of azoxystrobin". . . Retrieved 2021/03/31.
• 2、 -. "[(6 - Substituted - pyrimidine -4 - oxyacetyl) phenyl] -3 - methoxy methyl acrylate (by machine translation)". . . Retrieved 2018/11/04.