1,2,3,4-Tetrahydro-9-methylcarbazol-4-one synthesis
- Product Name:1,2,3,4-Tetrahydro-9-methylcarbazol-4-one
- CAS Number:27387-31-1
- Molecular formula:C13H13NO
- Molecular Weight:199.25
15128-52-6
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4637-24-5
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27387-31-1
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Yield:27387-31-1 71%
Reaction Conditions:
in N,N-dimethyl-formamide; for 1 h;Reflux;
Steps:
9-Methyl-1,2,3,9-tetrahydro-4H-carbazol-4-one (1)
A mixture of 2,3-Dihydro-1H-carbazol-4(9H)-one (1.0 mmol)and DMF-DMA (10 mmol) in DMF (5.0 mL) was refluxed for 1.0 h.The reaction mixture was cooled and extracted with ethyl acetate(2 25 mL). The organic layer was separated and washed with brine solution. The organic layer was dried over anhydrous Na2SO4.The solvent was removed under reduced pressure and the solidobtained was recrystallized from ethanol.White needles, yield 71%, m.p. 188-90 C. IR (cm1) 1695(CO), 1H NMR (400 MHz, CDCl3) d 2.24-2.27 (t, 2H, CH2,J = 6.28 Hz), 2.56-2.59 (t, 2H, CH2, J = 6.0 Hz), 2.91-2.94 (t, 2H,CH2, J = 6.21 Hz), 3.70 (s, 3H, NCH3), 7.27-7.30 (m, 3H, Ph), 8.24-8.26 (m, 1H, Ph). Anal. Calc. for C13H13NO: C, 78.36; H, 6.58, N,7.03%. Found: C, 78.29; H, 6.49; N, 6.92%.
References:
Gautam, Deepika;Chaudhary [Journal of Molecular Structure,2015,vol. 1080,p. 137 - 144]
6303-88-4
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27387-31-1
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15128-52-6
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77-78-1
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27387-31-1
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27387-31-1
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