2-BROMOMETHYL-6-METHOXYISOINDOLINONE

Base Information

• Chemical Name: 2-BROMOMETHYL-6-METHOXYISOINDOLINONE
• CAS No.: 944718-10-9
• Molecular Formula: C₁₀H₁₀BrNO₂
• Molecular Weight: 256.099
• Hs Code.: 2933790090
• Mol file: 944718-10-9.mol

Synonyms:2-BROMOMETHYL-6-METHOXYISOINDOLINONE;2-Bromomethyl-6-methoxy-2,3-dihydro-isoindol-1-one;2-(BroMoMethyl)-6-Methoxyisoindolin-1-one

Chemical Property of 2-BROMOMETHYL-6-METHOXYISOINDOLINONE

Chemical Property:

• Vapor Pressure: 2.35E-06mmHg at 25°C
• Boiling Point: 392.1°C at 760 mmHg
• Flash Point: 190.9°C
• PSA: 29.54000
• Density: 1.558g/cm³
• LogP: 1.94130
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

2-(Bromomethyl)-6-methoxyisoindolin-1-one 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-BROMOMETHYL-6-METHOXYISOINDOLINONE

There total 5 articles about 2-BROMOMETHYL-6-METHOXYISOINDOLINONE 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: 95.0%

2,2-Dimethyl-propionic acid 6-methoxy-1-oxo-1,3-dihydro-isoindol-2-ylmethyl ester (944718-09-6) → 2-Bromomethyl-6-methoxy-2,3-dihydro-isoindol-1-one (944718-10-9)

Guidance literature:

With trimethylsilyl bromide; In dichloromethane;

DOI:10.1016/j.bmcl.2010.10.081

Reference yield:

methyl 5-methoxy-2-methyl-benzoate (73502-03-1) → 2-Bromomethyl-6-methoxy-2,3-dihydro-isoindol-1-one (944718-10-9)

Guidance literature:

Multi-step reaction with 4 steps

1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 3 h / Reflux

2: ammonia / methanol / 60 °C / Sealed tube

3: sodium t-butanolate; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / tetrahydrofuran / 5 h

4: trimethylsilyl bromide / dichloromethane / 2.5 h / 20 °C / Cooling with ice

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; N-Bromosuccinimide; trimethylsilyl bromide; ammonia; sodium t-butanolate; dibenzoyl peroxide; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane;

Reference yield:

methyl 2-(bromomethyl)-5-methoxy-benzoate (788081-99-2) → 2-Bromomethyl-6-methoxy-2,3-dihydro-isoindol-1-one (944718-10-9)

Guidance literature:

Multi-step reaction with 3 steps

1: ammonia / methanol / 60 °C / Sealed tube

2: sodium t-butanolate; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / tetrahydrofuran / 5 h

3: trimethylsilyl bromide / dichloromethane / 2.5 h / 20 °C / Cooling with ice

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; trimethylsilyl bromide; ammonia; sodium t-butanolate; In tetrahydrofuran; methanol; dichloromethane;

upstream raw materials:

2,2-Dimethyl-propionic acid 6-methoxy-1-oxo-1,3-dihydro-isoindol-2-ylmethyl ester

methyl 5-methoxy-2-methyl-benzoate

methyl 2-(bromomethyl)-5-methoxy-benzoate

6-methoxy-2,3-dihydro-isoindol-1-one

Downstream raw materials:

(R)-2-Methoxycarbonylamino-2-(6-methoxy-1-oxo-1,3-dihydro-isoindol-2-ylmethyl)-4-(4-sulfo-phenyl)-but-3-ynoic acid methyl ester