ChemicalBook > CAS DataBase List > 3,6,6-trimethyl-6,7-dihydro-1H-indol-4(5H)-one

3,6,6-trimethyl-6,7-dihydro-1H-indol-4(5H)-one

Product Name
3,6,6-trimethyl-6,7-dihydro-1H-indol-4(5H)-one
CAS No.
56008-20-9
Chemical Name
3,6,6-trimethyl-6,7-dihydro-1H-indol-4(5H)-one
Synonyms
6,7-dihydro-3,6,6-trimethyl-1H-indol-4(5H)-one;3,6,6-TriMethyl-1,5,6,7-tetrahydro-indol-4-one;3,6,6-trimethyl-6,7-dihydro-1H-indol-4(5H)-one;1,5,6,7-Tetrahydro-3,6,6-trimethyl-4H-indol-4-one;4H-Indol-4-one, 1,5,6,7-tetrahydro-3,6,6-trimethyl-
CBNumber
CB12506145
Molecular Formula
C11H15NO
Formula Weight
177.24
MOL File
56008-20-9.mol
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3,6,6-trimethyl-6,7-dihydro-1H-indol-4(5H)-one Property

Melting point:
156 °C
Boiling point:
320.0±21.0 °C(Predicted)
Density 
1.069±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
pka
16.24±0.40(Predicted)
Appearance
White to off-white Solid
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

AK Scientific
Product number
8182AB
Product name
3,6,6-Trimethyl-6,7-dihydro-1H-indol-4(5H)-one
Packaging
100mg
Price
$151
Updated
2021/12/16
AK Scientific
Product number
8182AB
Product name
3,6,6-Trimethyl-6,7-dihydro-1H-indol-4(5H)-one
Packaging
250mg
Price
$212
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0378238
Product name
3,6,6-TRIMETHYL-6,7-DIHYDRO-1H-INDOL-4(5H)-ONE
Purity
95.00%
Packaging
5MG
Price
$501.26
Updated
2021/12/16
AK Scientific
Product number
8182AB
Product name
3,6,6-Trimethyl-6,7-dihydro-1H-indol-4(5H)-one
Packaging
5g
Price
$1265
Updated
2021/12/16
Chemenu
Product number
CM125648
Product name
3,6,6-trimethyl-1,5,6,7-tetrahydro-4H-indol-4-one
Purity
95%
Packaging
10g
Price
$1393
Updated
2021/12/16
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3,6,6-trimethyl-6,7-dihydro-1H-indol-4(5H)-one Chemical Properties,Usage,Production

Synthesis

17280-41-0

126-81-8

56008-20-9

Step 1. Synthesis of 3,6,6-trimethyl-6,7-dihydro-1H-indol-4(5H)-one: (E)-acetone aldehyde-1-oxime (0.50 g, 5.74 mmol) and 5,5-dimethyl-1,3-cyclohexanedione (0.80 g, 5.74 mmol) were dissolved in a mixed solvent of acetic acid (35 mL) and water (15 mL). Zinc powder (0.75 g, 11.5 mmol) was slowly added to the reaction system at room temperature. The reaction mixture was refluxed under stirring conditions. After completion of the reaction, the reaction solution was concentrated under reduced pressure and subsequently extracted with dichloromethane and saturated brine. The pH of the aqueous phase was adjusted with saturated sodium bicarbonate solution to 6. The aqueous phase was again extracted with dichloromethane and the organic layers were combined and dried over anhydrous magnesium sulfate. After filtration to remove the desiccant, the filtrate was concentrated under reduced pressure to give the crude product. Purification of the crude product by silica gel column chromatography (eluent: hexane/ethyl acetate, 1/3) afforded 3,6,6-trimethyl-6,7-dihydro-1H-indol-4(5H)-one as a yellow solid (4.9 g, 52% yield).

References

[1] Patent: WO2013/62344, 2013, A1. Location in patent: Page/Page column 87
[2] Patent: WO2006/91963, 2006, A1. Location in patent: Page/Page column 84; 89
[3] Patent: US2008/269193, 2008, A1. Location in patent: Page/Page column 39
[4] Journal of Medicinal Chemistry, 2009, vol. 52, # 14, p. 4288 - 4305
[5] Patent: US2007/207984, 2007, A1. Location in patent: Page/Page column 23

3,6,6-trimethyl-6,7-dihydro-1H-indol-4(5H)-one Preparation Products And Raw materials

Raw materials

Preparation Products

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56008-20-9, 3,6,6-trimethyl-6,7-dihydro-1H-indol-4(5H)-oneRelated Search:


  • 6,7-dihydro-3,6,6-trimethyl-1H-indol-4(5H)-one
  • 1,5,6,7-Tetrahydro-3,6,6-trimethyl-4H-indol-4-one
  • 3,6,6-trimethyl-6,7-dihydro-1H-indol-4(5H)-one
  • 3,6,6-TriMethyl-1,5,6,7-tetrahydro-indol-4-one
  • 4H-Indol-4-one, 1,5,6,7-tetrahydro-3,6,6-trimethyl-
  • 56008-20-9