4-METHOXY-1-INDANONE

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4-METHOXY-1-INDANONE Basic information
Product Name:4-METHOXY-1-INDANONE
Synonyms:4-METHOXY-1-INDANONE;4-METHOXY-INDAN-1-ONE;4-METHOXY-1-INDANONE 99%;4-Methoxyindanone;4-methyoxy-indanone;4-Methoxy-2,3-dihydro-1H-inden-1-one;2,3-Dihydro-4-methoxy-1H-inden-1-one;4-Methoxy-2,3-dihydroinden-1-one
CAS:13336-31-7
MF:C10H10O2
MW:162.19
EINECS:
Product Categories:Indane/Indanone and Derivatives;Heterocycles series;indanone;C10;Carbonyl Compounds;Ketones
Mol File:13336-31-7.mol
4-METHOXY-1-INDANONE Structure
4-METHOXY-1-INDANONE Chemical Properties
Melting point 105-107 °C (dec.) (lit.)
Boiling point 115-120 °C/0.5 mmHg (lit.)
density 1.0281 (rough estimate)
refractive index 1.6000 (estimate)
storage temp. Sealed in dry,Room Temperature
AppearanceOff-white to light yellow Solid
InChIInChI=1S/C10H10O2/c1-12-10-4-2-3-7-8(10)5-6-9(7)11/h2-4H,5-6H2,1H3
InChIKeyBTYSYELHQDGJAB-UHFFFAOYSA-N
SMILESC1(=O)C2=C(C(OC)=CC=C2)CC1
CAS DataBase Reference13336-31-7(CAS DataBase Reference)
Safety Information
WGK Germany 3
HS Code 2914500090
MSDS Information
ProviderLanguage
SigmaAldrich English
4-METHOXY-1-INDANONE Usage And Synthesis
Chemical Propertieswhite to light yellow crystal powder
Uses4-Methoxy-1-indanone is suitable for use in the comparative study of the effect of different substituents on various benzo-fused ketones on the reaction kinetics by studying the biocatalysed oxidation reaction.
It may be used in the following studies:
  • Synthesis of isomeric mixture of oximes.
  • As a starting material in the synthesis of benzo-fused indolizidine and 4-methoxy-1-indanyl compound.
  • Synthesis of 4-methoxy-5-nitro-1-indanone by nitration reaction.
  • As one of the reactant in the synthesis of E-2-chloro-8-methyl-3-[(4′-methoxy-1′-indanoyl)-2′-methyliden]-quinoline (IQ), a quinoline derivative.
General Description4-Methoxy-1-indanone, a benzo-fused ketone is a 1-indanone derivative. Its synthesis has been reported.
Synthesis
4-Hydroxyindan-1-one

40731-98-4

Iodomethane

74-88-4

4-METHOXY-1-INDANONE

13336-31-7

The reaction was carried out with 4-hydroxy-1-indanone (125 mg) and iodomethane (263 μL) in the presence of potassium carbonate (350 mg) in N,N-dimethylformamide (DMF, 4 mL) for 3 h at 50 °C with stirring. After completion of the reaction, the mixture was poured into 1N hydrochloric acid (20 mL) and extracted with ether (4 × 10 mL). The organic layers were combined, dried with anhydrous magnesium sulfate, filtered and concentrated to give 4-methoxy-1-indanone intermediate as a clear oil (131 mg, 96% yield). Mass spectral analysis showed [MH]+ = 163.

References[1] Chemical and Pharmaceutical Bulletin, 1994, vol. 42, # 9, p. 1756 - 1759
[2] Patent: US2006/173183, 2006, A1. Location in patent: Page/Page column 114
[3] European Journal of Medicinal Chemistry, 2013, vol. 69, p. 920 - 930
[4] Patent: WO2014/19344, 2014, A1. Location in patent: Paragraph 00821
[5] Patent: WO2014/82380, 2014, A1. Location in patent: Paragraph 00314; 00316
Tag:4-METHOXY-1-INDANONE(13336-31-7) Related Product Information
4-METHOXY-1-INDANONE 4,5-DIMETHOXY-1-INDANONE 5-METHOXY-1-INDANONE-3-ACETIC ACID, TECH .,5-METHOXY-1-INDANONE-3-ACETIC ACID 5,6-Dimethoxy-1-indanone 1-Benzyl-4-(5,6-dimethoxy-1-oxoindan-2-ylindenemethyl)piperidine 5-Methoxy-2-indanone 4-Methoxy-2-indanone 7-METHOXY-1-INDANONE 97 5-METHOXY-1-INDANONE,5-METHOXY-1-INDANONE 98% Ethyl 2,3-dihydro-5,6-dimethoxy-1-oxo-1H-indene-2-carboxylate 6-METHOXY-1-INDANONE, 97+%,6-Methoxy-I-indanone,6-METHOXY-1-INDANONE 1-Indanone Indan 1-(Benzyl-d5)-4-[(6-benzyloxy-5-methoxy-1-indanone)-2-ylidenyl]methylpiperidine 7-HYDROXY-4-METHOXY-1-INDANONE 4,5-DIMETHOXY-2-METHYL-INDAN-1-ONE 4,5,6-TRIMETHOXY-INDANONE 1-OXO-2,3-DIHYDRO-1H-INDEN-4-YL BENZOATE

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