| Identification | Back Directory | [Name]
4-Methoxy-indoline-2,3-dione | [CAS]
108937-87-7 | [Synonyms]
4-Methoxyindole-2,3-dione
4-Methoxy-indoline-2,3-dione
4-Methoxy-1H-Indole-2,3-dione
1H-Indole-2,3-dione, 4-methoxy- | [Molecular Formula]
C9H7NO3 | [MDL Number]
MFCD10000746 | [MOL File]
108937-87-7.mol | [Molecular Weight]
177.16 |
| Chemical Properties | Back Directory | [density ]
1.346±0.06 g/cm3(Predicted) | [storage temp. ]
Store at room temperature | [pka]
9.33±0.20(Predicted) | [Appearance]
Yellow to orange Solid |
| Hazard Information | Back Directory | [Synthesis Reference(s)]
Tetrahedron Letters, 35, p. 7303, 1994 DOI: 10.1016/0040-4039(94)85299-5 | [Synthesis]
General procedure for the synthesis of 4-methoxyindoline-2,3-dione from 4-methoxyindole: 4-methoxyindole (18.25 mg, 0.17 mmol, 1.0 eq.) was dissolved in 1,2-dichloroethane (DCE) (2 mL), which was subsequently added to a solution containing pyridinium chlorochromate (PCC) (273 mg, 1.36 mmol, 8.0 equivalents) in a DCE solution (2 mL) and aluminum chloride (7 mg, 0.05 mmol, 0.3 equivalents) was added. The reaction mixture was heated at 80 °C for 2 h and then concentrated to dryness. The residue was purified by fast column chromatography (FCC) (eluent: ethyl acetate-hexane, 1:1) to afford 4-methoxyindoline-2,3-dione (16 mg, 0.09 mmol, 53% yield) in yellow powder form. The spectral data of the obtained compound were in agreement with literature reports. | [References]
[1] RSC Advances, 2015, vol. 5, # 46, p. 37018 - 37022
[2] Bioorganic and Medicinal Chemistry, 2017, vol. 25, # 2, p. 1 - 22 |
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