ChemicalBook--->CAS DataBase List--->659737-57-2

659737-57-2

659737-57-2 Structure

659737-57-2 Structure
IdentificationBack Directory
[Name]

1H-Isoindol-1-one, 2,3-dihydro-6-hydroxy- (9CI)
[CAS]

659737-57-2
[Synonyms]

6-hydroxyisoindolin-1-one
6-hydroxy-1-isoindolinone
6-Hydroxy-2,3-dihydro-1H-isoindol-1-one
1H-Isoindol-1-one, 2,3-dihydro-6-hydroxy-
1H-Isoindol-1-one, 2,3-dihydro-6-hydroxy- (9CI)
[Molecular Formula]

C8H7NO2
[MDL Number]

MFCD08276013
[MOL File]

659737-57-2.mol
[Molecular Weight]

149.15
Chemical PropertiesBack Directory
[Boiling point ]

507.3±50.0 °C(Predicted)
[density ]

1.362±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[form ]

solid
[pka]

9.43±0.20(Predicted)
[color ]

Off-white
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302+H312+H332-H315-H319-H335
[Precautionary statements ]

P280
[HS Code ]

2933998090
Spectrum DetailBack Directory
[Spectrum Detail]

1H-Isoindol-1-one, 2,3-dihydro-6-hydroxy- (9CI)(659737-57-2)1HNMR
Hazard InformationBack Directory
[Synthesis]

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

22246-66-8

1H-Isoindol-1-one, 2,3-dihydro-6-hydroxy- (9CI)

659737-57-2

5-Methoxy-2,3-dihydroisoindol-1-one (167 mg, 1.0 mmol) was used as a starting material, which was dissolved in dichloromethane (8 mL) and cooled to -78°C. Subsequently, boron tribromide (1 M in dichloromethane, 3.6 mL, 3.6 mmol) was added. The reaction mixture was slowly warmed to room temperature and stirred for 18 hours. After the reaction was complete, the mixture was cooled again to -78 °C and methanol (20 mL) was slowly added. After continued stirring at -78 °C for 2 h, the solvent was removed by evaporation. The residue was purified by silica gel column chromatography with the eluent being dichloromethane:2N ammonia methanol solution (9:1) to afford the target product 6-hydroxy-isoindolin-1-one (147 mg, 100% yield) as a white solid. Mass spectrometry analysis showed m/e = 148.0 (M-H+).

[References]

[1] Patent: WO2004/14856, 2004, A1. Location in patent: Page 10; 23
[2] Patent: WO2008/20306, 2008, A2. Location in patent: Page/Page column 26; 28
[3] Tetrahedron Letters, 2009, vol. 50, # 12, p. 1267 - 1269
[4] Patent: WO2008/20306, 2008, A2. Location in patent: Page/Page column 26; 28
[5] Patent: WO2006/138549, 2006, A1. Location in patent: Page/Page column 73
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