ChemicalBook CAS DataBase List 1,2,3,4-Tetrahydro-9-methylcarbazol-4-one

1,2,3,4-Tetrahydro-9-methylcarbazol-4-one synthesis

9synthesis methods

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 Synthesis

15128-52-6
276 suppliers
$6.00/5g

4637-24-5 Synthesis

4637-24-5
577 suppliers
$5.00/25g

1,2,3,4-Tetrahydro-9-methylcarbazol-4-one

27387-31-1
257 suppliers
$8.00/5g

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 Synthesis