Conditions | Yield |
---|---|
With potassium chloride; tetrabutyl-ammonium chloride; acetic acid In water at 20℃; for 6.5h; Reagent/catalyst; | 96% |
With sodium hypochlorite In water; acetone at 20℃; for 2h; Inert atmosphere; | 95% |
With hydrogenchloride; potassium chloride; tetrabutyl-ammonium chloride In water at 20℃; Irradiation; Green chemistry; | 94% |
Conditions | Yield |
---|---|
With thionyl chloride In dichloromethane for 1h; Heating; | A 53% B 83% C 10% |
Conditions | Yield |
---|---|
With 1-chloro-1-(dimethylamino)-2-methyl-1-propene In dichloromethane 1.) 0 deg C; 2.) rt., 3h; | A 80% B n/a |
With 1-chloro-1-(dimethylamino)-2-methyl-1-propene In dichloromethane 1.) 0 deg C; 2.)rt., 3h; | |
With bismuth(III) chloride In tetrachloromethane for 1.5h; Heating; |
Conditions | Yield |
---|---|
With tetrachloromethane; copper(II) choride dihydrate; chromium(III) acetylacetonate; water at 130℃; for 12h; Sealed tube; | A 80% B 20% |
Conditions | Yield |
---|---|
With dichloromethylsilane; iron(III) chloride In 1,2-dimethoxyethane for 6h; Heating; | 75% |
Conditions | Yield |
---|---|
With tertiary butyl chloride; n-pentylmethylimidazolium bromide at 60℃; for 3.75h; | 72% |
With pyridine; p-toluenesulfonyl chloride at 100℃; | 40% |
With phosphorus trichloride |
cyclopentyl chloroformate
trifluoroborane diethyl ether
A
cyclopentyl chloride
B
cyclopentene
cyclopentyl chloroformate
cyclopentyl chloride
Conditions | Yield |
---|---|
With boron fluoride ether; pentane | |
With hexane; boron fluoride ether |
tetrachloromethane
cyclopentene
A
cyclopentyl chloride
B
1,2-dichlorocyclopentane
C
1-chloro-2-(trichloromethyl)cyclopentane
D
3,3'-bicyclopentenyl
Conditions | Yield |
---|---|
Irradiation; Further byproducts given; |
tetrachloromethane
cyclopentene
A
cyclopentyl chloride
B
1,2-dichlorocyclopentane
C
Trichlormethyl-cyclopentan
Conditions | Yield |
---|---|
Irradiation; Further byproducts given; |
dichloromethane
cyclopentene
A
cyclopentyl chloride
B
chloromethylcyclopentane
C
3,3'-bicyclopentenyl
Conditions | Yield |
---|---|
(radiolysis); |
cyclopentene
A
cyclopentyl chloride
B
1,2-dichlorocyclopentane
C
1-chloro-2-(trichloromethyl)cyclopentane
Conditions | Yield |
---|---|
With tetrachloromethane Irradiation; Further byproducts given; |
tetrachloromethane
di-tert-butyl peroxide
Cyclopentane
A
chloroform
B
hexachloroethane
C
cyclopentyl chloride
D
tert-butyl alcohol
Conditions | Yield |
---|---|
Product distribution; Irradiation; |
Conditions | Yield |
---|---|
With sulfuryl dichloride In dichloromethane -70 deg C to r.t.; | A 43 % Chromat. B 2 % Chromat. |
Dichlorodifluoromethane
cyclopentene
A
cyclopentyl chloride
B
(Chloro-difluoro-methyl)-cyclopentane
C
3-(Chloro-difluoro-methyl)-cyclopentene
(3aS,4R,7R,7aS)-5-(Chloro-difluoro-methyl)-octahydro-4,7-methano-indene
Conditions | Yield |
---|---|
at 200℃; Further byproducts given. Title compound not separated from byproducts; |
Conditions | Yield |
---|---|
With nitrogen trichloride; borane 1.) CH2Cl2, 0 deg C, 2.) CH2Cl2, 30 h, 25 deg C; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
at 155℃; | |
at 155℃; |
chloroform
Cyclopentanol
phosphorus pentachloride
A
cyclopentyl chloride
Cyclopentane
A
Cyclopentanol
B
cyclopentyl chloride
C
cyclopentanone
Conditions | Yield |
---|---|
With oxygen In acetonitrile at 13℃; under 760 Torr; Product distribution; Further Variations:; Reagents; Irradiation; |
Conditions | Yield |
---|---|
With chromium(III) acetylacetonate; water at 140℃; for 6h; Autoclave; |
cyclopentyl chloride
Conditions | Yield |
---|---|
With titanium tetrachloride In dichloromethane at 0℃; for 1h; Inert atmosphere; |
isovanillin
cyclopentyl chloride
3-cyclopentyloxy-4-methoxybenzylaldehyde
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 125℃; for 2h; | 100% |
With potassium carbonate In N-methyl-acetamide | |
With potassium carbonate |
cyclopentyl chloride
Conditions | Yield |
---|---|
Stage #1: cyclopentyl chloride With magnesium In tetrahydrofuran at 50℃; for 1h; Stage #2: tricyclo[8.2.1.02,9]trideca-5,11-diene-13-one In tetrahydrofuran at 40℃; for 0.166667h; | 100% |
Conditions | Yield |
---|---|
With iron(III) chloride; N,N′-bis(2,6-diisopropylphenyl)imidazol-2-ylidene hydrochloride In tetrahydrofuran at 0 - 40℃; for 1.66667h; | 99% |
With copper(l) iodide In 2-methyltetrahydrofuran; toluene at 80℃; for 18h; Inert atmosphere; Schlenk technique; Sealed tube; | 71% |
With copper(l) iodide In 2-methyltetrahydrofuran; hexane at 80℃; for 14h; Schlenk technique; Inert atmosphere; | 70% |
With iron(III) chloride; N,N′-bis(2,6-diisopropylphenyl)imidazol-2-ylidene hydrochloride In tetrahydrofuran at 0 - 40℃; for 1.66667h; |
cyclopentyl chloride
trimethylstannyl sodium
Trimethylstannyl-cyclopentan
Conditions | Yield |
---|---|
In tetrahydrofuran 25°C in N2-atmosphere; various yields for various conditions; | 98% |
In further solvent(s) byproducts: NaCl; under argon, equimolar amounts, at 0°C in tetraglyme; GLC; | 92% |
cyclopentyl chloride
4-amino-5-bromo-2-chloropyrimidine
5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine
Conditions | Yield |
---|---|
With triethylamine In methanol at 20℃; | 92.74% |
With copper diacetate; sodium hydroxide In dichloromethane at 80℃; for 10h; | 77% |
cyclopentyl chloride
N,N‐dimethyl‐7‐cyclopentyl‐2‐{[5‐(4-tert-butoxycarbonylpiperazin‐1‐yl)pyridin‐2‐yl]amino}‐7H‐pyrrolo[2,3‐d]pyrimidine‐6‐carboxamide
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 55℃; for 5h; | 90.6% |
cyclopentyl chloride
Conditions | Yield |
---|---|
With 1,10-Phenanthroline; potassium carbonate; copper(I) bromide In N,N-dimethyl-formamide at 90℃; for 2h; Temperature; Reagent/catalyst; | 90.5% |
2-cyclohex-1-enyl-pyridine
cyclopentyl chloride
Conditions | Yield |
---|---|
With N,N,N,N,-tetramethylethylenediamine; neopentylmagnesium bromide; cobalt(II) bromide; 1,3-diisopropyl-1H-benzo[d]imidazol-3-ium bromide In tetrahydrofuran at 0 - 20℃; for 12h; Schlenk technique; | 90% |
cyclopentyl chloride
4-methoxybenzonitrile
N-cyclopentyl-4-methoxybenzamide
Conditions | Yield |
---|---|
With zinc perchlorate In neat (no solvent) at 80℃; for 3h; Ritter Amidation; | 90% |
With iron(II) chloride tetrahydrate In neat (no solvent) at 80℃; for 4h; Ritter Amidation; | 90% |
cyclopentyl chloride
Conditions | Yield |
---|---|
With sodium acetate In ethanol at 20℃; for 7h; | 88% |
cyclopentyl chloride
Conditions | Yield |
---|---|
With potassium tert-butylate In 1,4-dioxane at 100℃; for 3h; Inert atmosphere; Sealed tube; | 88% |
cyclopentyl chloride
Conditions | Yield |
---|---|
Stage #1: (2,6-dibutylbenzo[1,2-b:5,4-b']difuran-3,5-diyl)bis((4-hydroxyphenyl)methanone) With potassium carbonate In toluene at 25 - 30℃; for 0.5h; Stage #2: cyclopentyl chloride In toluene at 25 - 30℃; for 5h; | 87.8% |
7-hydroxy-2,2-dimethyl-chroman-4-one
cyclopentyl chloride
7-(cyclopentyloxy)-2,2-dimethyl-2,3-dihydro-4H-chromen-4-one
Conditions | Yield |
---|---|
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 80℃; for 22h; | 85% |
cyclopentyl chloride
1-(3-cyclopentyl-[1,1'-biphenyl]-4-yl)ethanone
Conditions | Yield |
---|---|
Stage #1: (E)-1-([1,1'-biphenyl]-4-yl)-N-(4-methoxyphenyl)ethan-1-imine; cyclopentyl chloride With neopentylmagnesium bromide; cobalt(II) bromide; 1,3-Diisopropyl-4,5-dihydro-3H-imidazol-1-ium tetrafluoroborate In tetrahydrofuran at 0 - 20℃; for 29h; Schlenk technique; Inert atmosphere; Stage #2: With hydrogenchloride; water In tetrahydrofuran Inert atmosphere; Schlenk technique; | 85% |
With 1,3-diisopropylimidazolium tetrafluoroborate; neopentylmagnesium bromide; cobalt(II) bromide In tetrahydrofuran at 20℃; for 24h; Schlenk technique; | 85% |
cyclopentyl chloride
para-methylphenylmagnesium bromide
p-cyclopentyltoluene
Conditions | Yield |
---|---|
Stage #1: cyclopentyl chloride With [1,3-bis(3,5-di-tert-butyl-2-hydroxybenzyl)benzimidazolium][FeCl4] In diethyl ether at 0℃; for 0.0333333h; Schlenk technique; Inert atmosphere; Stage #2: para-methylphenylmagnesium bromide In diethyl ether at 0 - 30℃; for 2h; Temperature; Schlenk technique; Inert atmosphere; | 84% |
Conditions | Yield |
---|---|
Stage #1: cyclopentyl chloride With iodine; magnesium In tert-butyl methyl ether Inert atmosphere; Reflux; Stage #2: (Bicyclo<2.2.1>hept-5-en-2-yl)trimethoxysilan In tert-butyl methyl ether Inert atmosphere; Reflux; | 84% |
Conditions | Yield |
---|---|
With tetrakis[tris(dimethylamino)phosphoranylideneamino]phosphonium chloride; tris phosphate In octane at 110℃; for 6h; | 82% |
Conditions | Yield |
---|---|
With potassium fluoride; tetrakis[tris(dimethylamino)phosphoranylideneamino]phosphonium chloride; tris phosphate In DMF (N,N-dimethyl-formamide) at 110℃; for 6h; | 80% |
With potassium fluoride; tetrakis[tris(dimethylamino)phosphoranylideneamino]phosphonium chloride In DMF (N,N-dimethyl-formamide) at 110℃; for 6h; | 68% |
Conditions | Yield |
---|---|
With 1,3-diisopropylimidazolium tetrafluoroborate; neopentylmagnesium bromide; cobalt(II) bromide In tetrahydrofuran at 20℃; for 24h; Schlenk technique; | 80% |
With iron(II) triflate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; lithium hexamethyldisilazane at 140℃; for 12h; regioselective reaction; | 76% |
2-ethynylpyridine
cyclopentyl chloride
2-(cyclopentylethynyl)pyridine
Conditions | Yield |
---|---|
With copper(l) iodide; C21H23ClNiP2S; caesium carbonate; sodium iodide In dimethyl sulfoxide at 50℃; for 12h; Sonogashira Cross-Coupling; Schlenk technique; Inert atmosphere; | 80% |
Conditions | Yield |
---|---|
With copper(l) iodide; C21H23ClNiP2S; caesium carbonate; sodium iodide In dimethyl sulfoxide at 50℃; for 12h; Sonogashira Cross-Coupling; Schlenk technique; Inert atmosphere; | 79% |
Conditions | Yield |
---|---|
In tetrahydrofuran at 0 - 20℃; for 12h; Schlenk technique; Sealed tube; Inert atmosphere; | 74% |
Conditions | Yield |
---|---|
With copper(l) iodide; C21H23ClNiP2S; caesium carbonate; sodium iodide In dimethyl sulfoxide at 50℃; for 12h; Sonogashira Cross-Coupling; Schlenk technique; Inert atmosphere; | 74% |
cyclopentyl chloride
chloro-diphenylphosphine
cyclopentyl(diphenyl)phosphane
Conditions | Yield |
---|---|
With magnesium In diethyl ether at 20℃; Inert atmosphere; | 72% |
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