5-CHLORO-4-METHYL-2,3-DIHYDRO-1H-INDEN-1-ONE synthesis
- Product Name:5-CHLORO-4-METHYL-2,3-DIHYDRO-1H-INDEN-1-ONE
- CAS Number:1008-13-5
- Molecular formula:C10H9ClO
- Molecular Weight:180.63
879-50-5
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1008-13-5
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Yield:1008-13-5 40%
Reaction Conditions:
with trifluorormethanesulfonic acid at 5 - 25; for 5 h;
Steps:
32 5.1.32
Synthesis of 4-methy-5-chloro-indan-1-one (33)
5.1.32
Synthesis of 4-methy-5-chloro-indan-1-one (33)
A solution of acid 32 (2 g, 10 mmol) in CF3SO3H (10 mL) was stirred at room temperature for 5 h.
Then crushed ice was slowly added and the solution extracted with Et2O.
The organic layer washed with 10% NaHCO3, H2O and brine, dried (Na2SO4) and concentrated under reduced pressure to give a yellow solid, whose flash chromatography purification (petroleum ether/EtOAc 8:2) afforded derivative 33 as a pallid yellow solid (720 mg, 40%). Rf = 0.23 (petroleum ether/EtOAc 8/2); mp 100-102 °C; 1H NMR (CDCl3) δ 2.38 (s, 3H), 2.72 (t, 2H, J = 5.2 Hz), 3.06 (t, 2H, J = 5.2 Hz), 7.38 (d, 1H, J = 8.2 Hz), 7.53 (d, 1H, J = 8.4 Hz).
References:
Ragusa, Giulio;Gómez-Ca?as, María;Morales, Paula;Hurst, Dow P.;Deligia, Francesco;Pazos, Ruth;Pinna, Gerard A.;Fernández-Ruiz, Javier;Goya, Pilar;Reggio, Patricia H.;Jagerovic, Nadine;García-Arencibia, Moisés;Murineddu, Gabriele [European Journal of Medicinal Chemistry,2015,vol. 101,art. no. 8002,p. 651 - 667]
73323-63-4
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1008-13-5
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1975-50-4
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$18.00/25g
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23876-13-3
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$9.00/250mg
1008-13-5
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1008-13-5
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