9-Formyl-8-hydroxy-1,1,7,7-tetramethyljulolidine

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Products Intro: Product Name:9-Formyl-8-hydroxy-1,1,7,7-tetramethyljulolidine
CAS:115662-09-4
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Products Intro: Product Name:8-Hydroxy-1,1,7,7-tetramethyljulolidine-9-carboxaldehyde
CAS:115662-09-4
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9-Formyl-8-hydroxy-1,1,7,7-tetramethyljulolidine manufacturers

9-Formyl-8-hydroxy-1,1,7,7-tetramethyljulolidine Basic information
Product Name:9-Formyl-8-hydroxy-1,1,7,7-tetramethyljulolidine
Synonyms:8-Hydroxy-1,1,7,7-tetramethyl-1,2,3,5,6,7-hexahydro-pyrido[3,2,1-ij]quinoline-9-carbaldehyde;9-Formyl-8-hydroxy-1,1,7,7-tetramethyljulolidine;8-HYDROXY-1,1,7,7-TETRAMETHYL-2,3,6,7-TETRAHYDRO-1H,5H-PYRIDO[3,2,1-IJ]QUINOLINE-9-CARBOXALDEHYDE;8-HYDROXY-1,1,7,7-TETRAMETHYLJULOLIDINE-9-CARBOXALDEHYDE;8-HYDROXY-1,1,7,7-TETRAMETHYLJULOLIDINE-9-CARBOXALDEHYDE 99%;8-Hydroxy-1,1,7,7-tetramethyljulolidine-9-carboxaldehyde,99%;1,1,7,7-Tetramethyl-8-hydroxy-9-formyljulolidine;9-Formyl-8-hydroxy-1,1,7,7-tetramethyljulolidine 2,3,6,7-Tetrahydro-8-hydroxy-1,1,7,7-tetramethyl-1H,5H-benzo[ij]quinolizine-9-carboxaldehyde
CAS:115662-09-4
MF:C17H23NO2
MW:273.37
EINECS:
Product Categories:Quinoline&Isoquinoline
Mol File:115662-09-4.mol
9-Formyl-8-hydroxy-1,1,7,7-tetramethyljulolidine Structure
9-Formyl-8-hydroxy-1,1,7,7-tetramethyljulolidine Chemical Properties
Melting point 74-77 °C
Boiling point 416.39°C (rough estimate)
density 1.0101 (rough estimate)
refractive index 1.5200 (estimate)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility soluble in Methanol
form powder to crystal
pka9.50±0.60(Predicted)
color White to Light yellow to Green
Safety Information
Safety Statements 24/25
HS Code 29339900
MSDS Information
ProviderLanguage
ACROS English
9-Formyl-8-hydroxy-1,1,7,7-tetramethyljulolidine Usage And Synthesis
Chemical PropertiesLight Green Crystals
Synthesis
Tetramethyljulolidine

115704-83-1

N,N-Dimethylformamide

68-12-2

9-Formyl-8-hydroxy-1,1,7,7-tetramethyljulolidine

115662-09-4

GENERAL METHODS: 8-Hydroxy-1,1,7,7-tetramethyl-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinoline-8-ol and N,N-dimethylformamide were used as raw materials to synthesize 8-hydroxy-1,1,7,7-tetramethyl-1,2,3,5,6,7-hexahydropyrido[3,2,1-ij]quinoline-9-carbaldehyde. The procedure was as follows: to a magnetically stirred solution of N,N-dimethylformamide (2 mL, 23 mmol) of phosphorous trichloride (2.2 mL, 23 mmol) under argon protection, 1,1,7,7-tetramethyl-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinolin-8-aldehyde (2 g, 11.6 mmol) was slowly added at 0°C and additional of N,N-dimethylformamide (2 mL). Subsequently, the reaction mixture was stirred at room temperature for 3 h and the progress of the reaction was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the reaction mixture was neutralized with ammonium hydroxide solution and then the product was extracted with ethyl acetate. The organic phase was washed several times with water to remove impurities. Finally, the residue was purified by column chromatography (silica gel as stationary phase and 10% ethyl acetate/hexane as eluent) to afford the target product 8-hydroxy-1,1,7,7-tetramethyl-1,2,3,5,6,7-hexahydropyrido[3,2,1-ij]quinoline-9-carboxaldehyde in a yield of 1.8 g (80% yield).

References[1] Molecular Crystals and Liquid Crystals, 2008, vol. 491, p. 152 - 163
[2] Tetrahedron Letters, 2018, vol. 59, # 29, p. 2788 - 2792
9-Formyl-8-hydroxy-1,1,7,7-tetramethyljulolidine Preparation Products And Raw materials
Raw materialsSodium hydroxide-->N,N-Dimethylformamide-->Phosphorus oxitrichloride-->Calcium carbonate-->Methanesulfonic acid-->3-Aminophenol-->1-Chloro-3-methyl-2-butene-->Tetramethyljulolidine
Tag:9-Formyl-8-hydroxy-1,1,7,7-tetramethyljulolidine(115662-09-4) Related Product Information
Methacrolein 3-(trifluoromethyl) Cinnamaldehyde CHLOROPHOSPHONAZO III Julolidine 3,5-Bis(tert-butyl)benzaldehyde 8-HYDROXYJULOLIDINE 2,6-DIISOPROPYL-N,N-DIMETHYLANILINE 4-Diethylaminobenzaldehyde 3-Ethylamino-4-methylphenol 1-METHYL-1,2,3,4-TETRAHYDRO-QUINOLINE-6-CARBALDEHYDE 2,3,6,7-Tetrahydro-1H,5H-benzo[ij]quinolizine-9-carboxaldehyde 3-TERT-BUTYL-2-HYDROXYBENZALDEHYDE 3,5-Di-tert-butylsalicylaldehyde N,N,2,4,6-PENTAMETHYLANILINE 4,6-DI-TERT-BUTYL-2-METHYLPHENOL 6-METHYL-1,2,3,4-TETRAHYDROQUINOLINE 1,1,7,7-Tetramethyljulolidine-9-carboxaldehyde 7-Hydroxy-1,2,3,4-tetrahydroquinoline