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Lorcaserin(856681-05-5)is an orally administered agent and a selective 5-HT2C receptor agonist for the treatment of obesity. It had been approved for marketing in US by FDA on 27 June in 2012. In clinical studies, lorcaserin h
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1,1,1-trifluoropropylene
carbon monoxide
A
4,4,4-trifluorobutanal
B
3,3,3-trifluoro-2-methylpropionaldehyde
Conditions | Yield |
---|---|
With hydrogen; carbonylhydridetris(triphenylphosphine)rhodium(I) In toluene at 80℃; for 15h; in an autoclave; | A 2.6% B 90% |
Stage #1: carbon monoxide With hydroxo(1,5-cyclooctadiene)rhodium (I) dimer; hydrogen; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In N,N-dimethyl-formamide at 80℃; under 190.013 - 570.038 Torr; for 1h; Stage #2: 1,1,1-trifluoropropylene In N,N-dimethyl-formamide at 80℃; for 15h; Solvent; Reagent/catalyst; Pressure; Temperature; | A 89% B 1.2% |
With hydrogen; dicobalt octacarbonyl 1.) toluene, room temperature, 130 atm, 2.) 100 deg C, 20 h; Yield given. Multistep reaction. Yields of byproduct given; |
Conditions | Yield |
---|---|
Stage #1: carbon monoxide With hydroxo(1,5-cyclooctadiene)rhodium (I) dimer; hydrogen; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In N,N-dimethyl-formamide at 100℃; under 380.026 Torr; for 1h; Stage #2: 1,1,1-trifluoropropylene In N,N-dimethyl-formamide at 100℃; under 190.013 - 570.038 Torr; for 18h; | 92% |
With dichloro( 1,5-cyclooctadiene)platinum(ll); hydrogen; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; tin(ll) chloride In toluene at 80℃; under 72007.2 Torr; for 48h; Inert atmosphere; Autoclave; Schlenk technique; regioselective reaction; |
3-bromo-1,1,1-trifluoropropane
N,N-dimethyl-formamide
4,4,4-trifluorobutanal
Conditions | Yield |
---|---|
With lithium In 2-methyltetrahydrofuran at -15 - -10℃; for 1h; Inert atmosphere; | 84.8% |
Stage #1: 3-bromo-1,1,1-trifluoropropane With iodine; magnesium In 2-methyltetrahydrofuran at 45 - 68℃; for 3h; Inert atmosphere; Stage #2: N,N-dimethyl-formamide In 2-methyltetrahydrofuran at -25 - -20℃; for 1h; Temperature; Solvent; Inert atmosphere; | 71.4% |
Conditions | Yield |
---|---|
With pyridinium chlorochromate In dichloromethane for 2h; Ambient temperature; | 15% |
With potassium dichromate; sulfuric acid | |
With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; potassium bromide In dichloromethane; water at -8 - 0℃; pH=8.5; |
1,1,1-trifluoro-3-iodopropane
N,N-dimethyl-formamide
4,4,4-trifluorobutanal
Conditions | Yield |
---|---|
Stage #1: 1,1,1-trifluoro-3-iodopropane With magnesium In tetrahydrofuran at 35 - 65℃; for 2h; Inert atmosphere; Stage #2: N,N-dimethyl-formamide In 2-methyltetrahydrofuran at -25 - -20℃; for 1h; Inert atmosphere; | 78% |
3-chloro-1,1,1-trifluoropropane
N,N-dimethyl-formamide
4,4,4-trifluorobutanal
Conditions | Yield |
---|---|
Stage #1: 3-chloro-1,1,1-trifluoropropane With magnesium In tetrahydrofuran; ethylene dibromide at 50 - 65℃; for 3h; Inert atmosphere; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at -20 - -15℃; for 1h; Inert atmosphere; | 70.8% |
1,1,1-trifluoropropylene
carbon monoxide
A
4,4,4-trifluorobutanal
B
1,1,1-trifluoropropane
C
3,3,3-trifluoro-2-methylpropionaldehyde
Conditions | Yield |
---|---|
With hydrogen; hexarhodium hexadecacarbonyl; triphenylphosphine In toluene at 110℃; under 83600.1 Torr; for 22h; Product distribution; other platinum, cobalt, ruthenium catalyst; | |
With hydrogen; hexarhodium hexadecacarbonyl; triphenylphosphine 1.) toluene, room temperature, 110 atm, 2.) 80 deg C, 22 h; Yield given. Multistep reaction. Yields of byproduct given; | |
With hydrogen; dodecacarbonyl-triangulo-triruthenium In toluene at 100℃; for 16h; Product distribution; Mechanism; in an autoclave; hydrofomylation with other ruthenium, rhodium, cobalt, and platinum catalysts; effect of reaction temperature and CO pressure; investigation of various (perfluoroalkyl)ethenes; | A n/a B 38 % Chromat. C n/a |
Stage #1: carbon monoxide With [Rh(OH)(cod)]2; hydrogen; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In N,N-dimethyl-formamide at 80℃; under 760.051 Torr; for 1h; Stage #2: 1,1,1-trifluoropropylene In N,N-dimethyl-formamide at 80℃; for 15h; Solvent; Temperature; Time; Concentration; |
Conditions | Yield |
---|---|
With hydrogenchloride In dichloromethane |
Conditions | Yield |
---|---|
With acetylacetonatodicarbonylrhodium(l); hydrogen; (R,S)-binaphos In benzene at 35℃; under 76000 Torr; for 42h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; | |
With acetylacetonatodicarbonylrhodium(l); hydrogen; (R,S)-binaphos In benzene at 35℃; under 76000 Torr; for 46h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; | |
With polymer-supported (R,S)-BINAPHOS-Rh(acac); hydrogen In benzene at 60℃; under 7600 Torr; Product distribution; Further Variations:; Reagents; Hydroformylation; | |
With hydrogen In benzene at 40℃; under 60800 Torr; for 18h; Hydroformylation; | |
With hydrogen; Rh(I)-(R,S)-BINAPHOS under 38000 Torr; for 0.5h; Title compound not separated from byproducts; |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane; dimethyl sulfoxide |
2-(2,2,2-Trifluoro-ethylazo)-prop-2-yl-hydroperoxide
4,4,4-trifluorobutanal
Conditions | Yield |
---|---|
at 50℃; | 70% |
3,3,3-trifluoropropyl magnesium chloride
orthoformic acid triethyl ester
4,4,4-trifluorobutanal
Conditions | Yield |
---|---|
With diethyl ether beim Behandeln der Reaktionsloesung mit wss.Salzsaeure; |
4,4,4-trifluorobutene
A
4,4,4-trifluorobutanal
B
4,4,4-trifluorobutan-2-one
Conditions | Yield |
---|---|
With tetrafluoroboric acid; palladium diacetate; p-benzoquinone In water; acetonitrile at 40℃; for 16h; Wacker Oxidation; regioselective reaction; |
Conditions | Yield |
---|---|
With sulfuric acid; sodium acetate 1.) MeOH, electrolyis, 2.) H2O, reflux; Yield given. Multistep reaction; |
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