3,6,6-trimethyl-6,7-dihydro-1H-indol-4(5H)-one synthesis
- Product Name:3,6,6-trimethyl-6,7-dihydro-1H-indol-4(5H)-one
- CAS Number:56008-20-9
- Molecular formula:C11H15NO
- Molecular Weight:177.24
17280-41-0
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56008-20-9
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Yield:56008-20-9 52%
Reaction Conditions:
with acetic acid;zinc in water;Reflux;
Steps:
45.1 Step 1. Synthesis of 3,6,6-trimethyl-6,7-dihydro-lH-indole-4(5H)-on [formula 6-2]
Step 1. Synthesis of 3,6,6-trimethyl-6,7-dihydro-lH-indole-4(5H)-on [formula 6-2]Anti-pyruvic aldehyde- 1-oxime [formula 6-1] (0.50 g, 5.74 mmol) and 5,5-dimethyl- 1,3-cyclohexandion [formula 6-7] (0.80 g, 5.74 mmol) were dissolved in acetic acid (35 mL) and H20 (15 mL) . Thereto, zinc powder (0.75 g, 11.5 mmol) was added slowly maintaining room temperature. The reaction mixture was refluxed with stirring, concentrated under reduced pressure and extracted with CH2C12 and brine, of which pH was adjusted to 6 using saturated NaHC03. The reaction mixture was extracted with CH2C12; organic layer was dried over anhydrous MgS04 and filtered. Residue was concentrated under reduced pressure and purified by column chromatography (Si02; hexane/ethylacetate, 1/3) to yield the title compound as yellow solid (4.9 g, 52 %).
References:
WO2013/62344,2013,A1 Location in patent:Page/Page column 87
126-81-8
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306-44-5
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56008-20-9
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37711-24-3
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56008-20-9
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126-81-8
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56008-20-9
47 suppliers
$41.00/100mg
31915-82-9
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126-81-8
406 suppliers
$5.00/10g
56008-20-9
47 suppliers
$41.00/100mg