Identification | Back Directory | [Name]
6-METHYLOXINDOLE | [CAS]
56341-38-9 | [Synonyms]
CAS:6341-38-9 6-METHYLOXINDOLE 6-Methyl-2-oxindole 6-methylindolin-2-one 6-Methyl-2-indolinone 6-Methyl-1,3-dihydro-indol-2-one 6-methyl-1,3-dihydro-2H-indol-2-one 6-methyl-2,3-dihydro-1H-indol-2-one 2H-Indol-2-one, 1,3-dihydro-6-methyl- 6-Methyl-2-oxindole in stock Factory | [Molecular Formula]
C9H9NO | [MDL Number]
MFCD08457972 | [MOL File]
56341-38-9.mol | [Molecular Weight]
147.17 |
Chemical Properties | Back Directory | [Melting point ]
179-180 °C(Solv: water (7732-18-5); ethanol (64-17-5)) | [Boiling point ]
315.0±41.0 °C(Predicted) | [density ]
1.155±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [pka]
14.31±0.20(Predicted) | [Appearance]
Orange to red Solid |
Hazard Information | Back Directory | [Synthesis]
The general procedure for the synthesis of 6-methylindolone from 3-methylacetanilide and ethyl iodoacetate was as follows: first, 3-methylacetanilide (0.5 mmol), Pd(OAc)2 (11.3 mg, 0.05 mmol, 10 mol%), and AgOAc (83.5 mg, 0.5 mmol) were added to a 15 mL sealed tube fitted with a septum. Subsequently, the system was evacuated and purged three times with nitrogen. TFA (4.0 mL) and ethyl 2-iodoacetate (160 mg, 0.75 mmol) were added to the system, and the reaction mixture was stirred at 120 °C for 24 hours. After completion of the reaction, the mixture was cooled to room temperature, filtered through a short diatomaceous earth pad and washed several times with CH2Cl2. The filtrate was concentrated under vacuum and purified by silica gel column chromatography using hexane/EtOAc as eluent to give the final pure 6-methylindolone product. | [References]
[1] Synthesis (Germany), 2016, vol. 48, # 12, p. 1872 - 1879 |
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