![](/CAS/GIF/651735-59-0.gif)
7-Fluoro-1-indanone synthesis
- Product Name:7-Fluoro-1-indanone
- CAS Number:651735-59-0
- Molecular formula:C9H7FO
- Molecular Weight:150.15
![3-CHLORO-1-(2-FLUOROPHENYL)-1-OXOPROPANE](/CAS/GIF/898767-04-9.gif)
898767-04-9
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$31.00/100mg
![7-Fluoro-1-indanone](/CAS/GIF/651735-59-0.gif)
651735-59-0
148 suppliers
$12.00/100mg
Yield:651735-59-0 32%
Reaction Conditions:
with aluminum (III) chloride;sodium chloride at 130 - 180; for 2 h;
Steps:
General Procedure E for the Synthesis of Fluoroethyl Substituted Indan Ureas A mixture of SOCl2 (1.5 eq) and substituted benzoic acids in benzene was refluxed until no more gas evolution was observed. After cooling to room temperature the mixture was concentrated on a rotary evaporator. The concentrate was taken up in dichloroethane and added to a solution of AlCl3 (1.0 eq) in dichloroethane at 10-20° C. Ethylene was bubbled for 4 hours after which the resulting mixture was stirred overnight and quenched into 4 N HCl. The resulting layers were separated and the aqueous layer was extracted with Et2O (3×250 mL). The combined organic extracts were washed with H2O (3×150 mL), saturated NaHCO3 (3×150 mL), brine (1×150 mL), dried over MgSO4 and concentrated. The concentrate was added to a slurry of AlCl3 (9.0 g, 10 eq) and NaCl (2.4 g, 6 eq) at 130° C. The resulting mixture was stirred at 180° C. for 2 hours. Alternatively, this concentrate was mixed with concentrated sulfuric acid and the resulting mixture was stirred at 85° C. one hour. The reaction mixture was cooled to room temperature and ice was slowly added, followed by concentrated HCl. The resulting mixture was extracted with CH2Cl2 (3×500 mL) and the combined organic extracts were concentrated and purified by column chromatography using hexane:EtOAc (4:1) as eluant to give the desired substituted indanonesxix. Thus, the title fluoroethyl ureas were obtained from these indanones according the protocol described in general procedure C.Synthesis of 1-(2-fluoro-ethyl)-3-(7-fluoro-indan-1-yl)-ureaThe title compound was generated from commercially available 2-fluororobenzoic acid according to the general procedure E described above. The intermediates 7-fluoro-1-indanone and 7-fluoro-indan-1-ylamine were isolated and characterized.7-Fluoro-1-indanone: 6.85 g (32%) of the title indanone was obtained from 2-fluoro-benzoic acid (20.00 g, 0.14 mol), SOCl2(15.60 mL, 0.21 mol), AlCl3 (19.00 g, 0.14 mol), an additional AlCl3 (285.50 g, 2.14 mol) and NaCl (75.10 g, 1.29 mol) according to the protocols as outlined in general procedure E above. Spectroscopic data: 1H NMR (300 MHz, CDCl3) δ 2.67-2.80 (m, 2H), 3.2 (t, 2H, J=5.9 Hz), 7.0 (t, 1H, J=8.5 Hz), 7.3 (d, 1H, J=7.6 Hz), 7.6 (m, 1H).
References:
US2008/255239,2008,A1 Location in patent:Page/Page column 22; 23
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$66.00/100mg
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651735-59-0
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$12.00/100mg
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651735-59-0
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![7-Fluoro-1-indanone](/CAS/GIF/651735-59-0.gif)
651735-59-0
148 suppliers
$12.00/100mg