5-Methoxy-3,3-dimethylisoindolin-1-one

Base Information

• Chemical Name: 5-Methoxy-3,3-dimethylisoindolin-1-one
• CAS No.: 184906-29-4
• Molecular Formula: C11H13NO2
• Molecular Weight: 191.22642
• European Community (EC) Number: 829-909-8
• DSSTox Substance ID: DTXSID20442044
• Wikidata: Q82259106
• Mol file: 184906-29-4.mol

Synonyms:5-Methoxy-3,3-dimethylisoindolin-1-one;184906-29-4;5-methoxy-3,3-dimethyl-2H-isoindol-1-one;SCHEMBL1951724;DTXSID20442044;ZLMBGBZUFNKJRJ-UHFFFAOYSA-N;SB65494;AM807349;CS-0058513;EN300-1267396;5-Methoxy-3,3-dimethyl-2,3-dihydroisoindol-1-one;5-methoxy-3,3-dimethyl-2,3-dihydro-1H-isoindol-1-one;Z1509153950

Chemical Property of 5-Methoxy-3,3-dimethylisoindolin-1-one

Chemical Property:

• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 191.094628657
• Heavy Atom Count: 14
• Complexity: 250

Purity/Quality:

NLT 98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2=C(C=CC(=C2)OC)C(=O)N1)C

Technology Process of 5-Methoxy-3,3-dimethylisoindolin-1-one

There total 3 articles about 5-Methoxy-3,3-dimethylisoindolin-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: 39.0%

1-(1-Isocyanato-1-methylethyl)-3-methoxybenzene (109138-26-3) → 7-methoxy-3,3-dimethyl-2,3-dihydro-isoindol-1-one (184906-30-7) + 5-methoxy-3,3-dimethylisoindolin-1-one (184906-29-4)

Guidance literature:

With iron(III) chloride; In 1,2-dichloro-ethane;

DOI:10.1021/jm960243v

Reference yield:

α-methyl-α-(3-methoxyphenyl)proprionic acid (17653-94-0) → 5-methoxy-3,3-dimethylisoindolin-1-one (184906-29-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / Et₃N, diphenyl phosphorazidate / toluene / 3 h / Heating

2: 39 percent / FeCl₃ / 1,2-dichloro-ethane

With diphenyl phosphoryl azide; iron(III) chloride; triethylamine; In 1,2-dichloro-ethane; toluene;

DOI:10.1021/jm960243v

Reference yield:

2-(3'-Methoxyphenyl)-2-methylpropionitrile (17653-93-9) → 5-methoxy-3,3-dimethylisoindolin-1-one (184906-29-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / KOH, H₂O / methanol / Heating

2: 96 percent / Et₃N, diphenyl phosphorazidate / toluene / 3 h / Heating

3: 39 percent / FeCl₃ / 1,2-dichloro-ethane

With potassium hydroxide; diphenyl phosphoryl azide; water; iron(III) chloride; triethylamine; In methanol; 1,2-dichloro-ethane; toluene;

DOI:10.1021/jm960243v

upstream raw materials:

1-(1-Isocyanato-1-methylethyl)-3-methoxybenzene

α-methyl-α-(3-methoxyphenyl)proprionic acid

2-(3'-Methoxyphenyl)-2-methylpropionitrile

Downstream raw materials:

5-Hydroxy-3,3-dimethyl-2,3-dihydroisoindol-1-one

3,3-Dimethyl-5-(1-phenyl-1H-tetrazol-5-yloxy)-2,3dihydroisoindol-1-one

3,3-dimethylisoindolin-1-one