5-methoxy-3H-isobenzofuran-1-one

Base Information

• Chemical Name: 5-methoxy-3H-isobenzofuran-1-one
• CAS No.: 4741-62-2
• Molecular Formula: C9H8O3
• Molecular Weight: 164.161
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID40441337
• Nikkaji Number: J1.120.249G
• Wikidata: Q82258086
• Mol file: 4741-62-2.mol

Synonyms:4741-62-2;5-methoxy-3H-isobenzofuran-1-one;5-Methoxyisobenzofuran-1(3H)-one;5-methoxy-1(3H)-Isobenzofuranone;5-methoxy-3H-2-benzofuran-1-one;5-Methoxyphthalide;MFCD08692746;5-methoxy-1,3-dihydro-2-benzofuran-1-one;SCHEMBL6661823;DTXSID40441337;KLMRELXLQGRFDO-UHFFFAOYSA-N;5-Methoxy-2-benzofuran-1(3H)-one;AM9331;5-Methoxy-3H-isobenzo[b]furan-1-one;AKOS000276861;DS-12193;SY103866;CS-0036954;FT-0652071;Y10227;A827219

Chemical Property of 5-methoxy-3H-isobenzofuran-1-one

Chemical Property:

• Melting Point: 117 °C
• Boiling Point: 370.6±42.0 °C(Predicted)
• PSA: 35.53000
• Density: 1.262±0.06 g/cm3(Predicted)
• LogP: 1.36560
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 164.047344113
• Heavy Atom Count: 12
• Complexity: 190

Purity/Quality:

97% ^*data from raw suppliers

5-Methoxyisobenzofuran-1(3H)-one 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)C(=O)OC2

Technology Process of 5-methoxy-3H-isobenzofuran-1-one

There total 6 articles about 5-methoxy-3H-isobenzofuran-1-one 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: 51.0%

4-bromo-2-methylbenzoic acid (68837-59-2) + 4-methoxy-2-methylbenzoic acid (6245-57-4) → 5-bromophthalide (64169-34-2) + 5-methoxyisobenzofuran-1(3H)-one (4741-62-2) + 3,3'-dimethoxy-5,5'-dimethyl-1,1'-biphenyl + 3-bromo-3'-methoxy-5,5'-dimethyl-1,1'-biphenyl

Guidance literature:

With dipotassium hydrogenphosphate; palladium diacetate; silver carbonate; In 1,2-dimethoxyethane; at 150 ℃; for 24h; regioselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1002/adsc.201800333

Reference yield: 33.0%

4-methoxybenzoic acid (100-09-4) + 1,1-dibromomethane (74-95-3) → 5-methoxyisobenzofuran-1(3H)-one (4741-62-2) + C17H16O6 (56741-12-9)

Guidance literature:

With palladium diacetate; potassium hydrogencarbonate; at 140 ℃; for 18h; Sealed tube;

DOI:10.1016/j.molstruc.2013.12.059

Reference yield:

dimethyl 4-methoxyphtalate (22895-19-8) → 5-methoxyisobenzofuran-1(3H)-one (4741-62-2) + 2-hydroxymethyl-4-methoxy-benzoic acid (65399-12-4)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydroxide / methanol; water / Reflux

2: acetic anhydride / 1 h / Reflux

3: sodium tetrahydroborate / tetrahydrofuran / 4 h / 20 °C

With sodium tetrahydroborate; acetic anhydride; sodium hydroxide; In tetrahydrofuran; methanol; water;

DOI:10.1039/c6ra03841g

upstream raw materials:

(2-hydroxymethyl-5-methoxy-phenyl)-methanol

3-methoxybenzyl alcohol

4-methoxybenzoic acid

1,1-dibromomethane

Downstream raw materials:

2-hydroxymethyl-4-methoxy-benzoic acid

2-(Hydroxymethyl)-4-methoxybenzaldehyd

4-Methyl-benzenesulfinic acid [(S)-((R)-6-methoxy-3-oxo-1,3-dihydro-isobenzofuran-1-yl)-phenyl-methyl]-amide

5-hydroxy-2-benzofuran-1-(3H)-one