5-METHOXY-2,3-DIHYDRO-ISOINDOL-1-ONE Chemical Properties

Melting point:

160-161℃ (acetonitrile ethyl ether )

Boiling point:

439.2±45.0 °C(Predicted)

Density 

1.208±0.06 g/cm3 (20 ºC 760 Torr)

storage temp. 

Sealed in dry,Room Temperature

pka

14.37±0.20(Predicted)

Appearance

White to light brown Solid

Safety Information

HS Code 

2933998090

5-METHOXY-2,3-DIHYDRO-ISOINDOL-1-ONE Usage And Synthesis

Synthesis

Methyl 2-bromomethyl-5-methoxybenzoate (75, 5.0 g, 19.3 mmol) was used as raw material and dissolved in methanol in a pressure flask. To this solution was added ammonia/methanol solution (2M, 30 ml). The reaction mixture was stirred at 125°C for 2 hours. After completion of the reaction, the solvent and excess ammonia were removed by distillation under reduced pressure. The resulting residue was ground with hexane/ethyl acetate (1:2 v/v). The solid product was vacuum filtered and dried in air for 2 h to afford 5-methoxy-2,3-dihydroisoindol-1-one (2.51 g, 65% yield) as a light yellow solid. The filtrate was concentrated and purified by silica gel column chromatography (eluent ratio hexane/ethyl acetate/methanol 3:1:0.5) to give an additional 270 mg of the target compound. The overall yield of the combined product was 86%. Mass spectrum (electrospray ionization) m/z 164.1.

References

[1] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 1, p. 222 - 227
[2] Patent: WO2006/138549, 2006, A1. Location in patent: Page/Page column 73
[3] Patent: WO2009/14637, 2009, A2. Location in patent: Page/Page column 70-71
[4] Patent: WO2010/54279, 2010, A1. Location in patent: Page/Page column 100-101
[5] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 24, p. 7283 - 7287

5-METHOXY-2,3-DIHYDRO-ISOINDOL-1-ONE(22246-66-8)Related Product Information

• 5-METHOXY-BENZO[B]THIOPHENE-2-CARBOXYLIC ACID
• 5-Methoxyisoindoline hydrochloride
• 5-METHOXY-2-(1H-PYRROL-1-YL)ANILINE
• 5-METHOXY-2-METHYLBENZALDEHYDE
• 5-METHOXYPYRAZINE-2-CARBOXYLIC ACID
• 5-Methoxybenzofuran-2-carboxylic acid
• 3-Methoxy-6-Amino-2-Picoline
• 5-Methoxybenzofuran
• 5-METHOXY-1,2,3,4-TETRAHYDRO-ISOQUINOLINE
• 3-Pyridinecarbonitrile,5-methoxy-(9CI)
• 5-METHOXY-1,2,3,4-TETRAHYDRO-ISOQUINOLINE HYDROCHLORIDE
• 5-METHOXY-1H-INDAZOLE
• METHYL 5-METHOXYBENZOFURAN-2-CARBOXYLATE
• 5-METHOXY-PYRIDIN-3-OL
• 5-methoxy-1-benzothiophene
• IMidazo[1,2-a]pyridine,5-Methoxy-
• 5-METHOXY-1,3-BENZOTHIAZOL-2-AMINE
• Ethyl 5-methoxypyrazine-2-carboxylate