Conditions | Yield |
---|---|
Stage #1: 2-cyclopent-2-enyl-ethanol With pyridinium p-toluenesulfonate In 1,2-dichloro-ethane at 80℃; for 20h; Stage #2: With triethylamine In dichloromethane at 20℃; for 6h; Stage #3: With trifluoroacetic acid In methanol; dichloromethane at 140℃; for 0.0666667h; microwave irradiation; Further stages.; | 100% |
With palladium Hydrogenation; | |
With platinum Hydrogenation; |
Conditions | Yield |
---|---|
With dimethylsulfide borane complex In tetrahydrofuran; toluene at 0 - 20℃; for 16h; | 90% |
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 13h; Deacetylation; | 86% |
With lithium aluminium tetrahydride In tetrahydrofuran 1) 1h, 90 deg C 2) 3h, reflux; | 78% |
Conditions | Yield |
---|---|
With diethyl ether at 5℃; |
Conditions | Yield |
---|---|
With diethyl ether |
ethyl cyclopentylacetate
2-cyclopentyl-ethanol
Conditions | Yield |
---|---|
With ethanol; sodium | |
With lithium aluminium tetrahydride; diethyl ether | |
With lithium aluminium tetrahydride In tetrahydrofuran |
Conditions | Yield |
---|---|
With ethanol; sodium |
Conditions | Yield |
---|---|
(i) KOtBu, tBuOH, (ii) /BRN= 102378/, (iii) H2, PtO2; Multistep reaction; |
Conditions | Yield |
---|---|
With hydrogen |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: H2 / 5percent Pd/C / ethanol / 760 Torr 2: LiAlH4 / tetrahydrofuran View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: NaH / benzene 2: H2 / 5percent Pd/C / ethanol / 760 Torr 3: LiAlH4 / tetrahydrofuran View Scheme |
(2-oxocyclopent)acetic acid
2-cyclopentyl-ethanol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 80 percent / KOH, hydrazine hydrate / ethane-1,2-diol / Heating; 1) 160-165 deg C 2) 4h, 195-200 deg C 2: 78 percent / 1) LAH / tetrahydrofuran / 1) 1h, 90 deg C 2) 3h, reflux View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: xylene 2: ethanol 3: sodium; ethanol View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: ethanol 2: sodium; ethanol View Scheme |
toluene-4-sulfonic acid cyclopent-3-enyl ester
2-cyclopentyl-ethanol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 2: aq. KOH / ethanol 3: (i) Py, (ii) LiAlH4 4: H2 View Scheme |
<α-Cyan-α-(Δ3-cyclopentenyl)>-essigsaeure-ethylester
2-cyclopentyl-ethanol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: aq. KOH / ethanol 2: (i) Py, (ii) LiAlH4 3: H2 View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: (i) Py, (ii) LiAlH4 2: H2 View Scheme |
bis(3-cyclopentylpropanoyl) peroxide
A
vinylcyclopentane
B
2-cyclopentyl-ethanol
C
1,4-dicyclopentylbutane
D
2-cyclopentylethyl 3-cyclopentylpropanoate
Conditions | Yield |
---|---|
In hexane at 80℃; Kinetics; | A 7.4 %Chromat. B 8 %Chromat. C 22 %Chromat. D 22 %Chromat. |
Conditions | Yield |
---|---|
Stage #1: 6-iodohex-1-ene; carbon monoxide With diethoxymethylane; [CuCl(IPrMe)]; lithium methanolate In tetrahydrofuran at 60℃; under 2280.15 Torr; for 16h; Sealed tube; Stage #2: With tetrabutyl ammonium fluoride In tetrahydrofuran; diethyl ether at 20℃; for 2h; | 68 %Spectr. |
Conditions | Yield |
---|---|
With pyridinium chlorochromate In dichloromethane at 20℃; for 3h; | 100% |
With Dess-Martin periodane In dichloromethane at 0 - 20℃; for 4h; | 50.9% |
With oxalyl dichloride; dimethyl sulfoxide; triethylamine In dichloromethane at -61 - 20℃; Dehydration; | 27.4% |
2-cyclopentyl-ethanol
methanesulfonyl chloride
2-cyclopentylethyl methanesulfonate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 19h; | 100% |
With triethylamine In dichloromethane at 0℃; for 2h; | 100% |
With pyridine for 18h; | |
With triethylamine In dichloromethane at 5℃; for 1h; | |
With triethylamine In tetrahydrofuran at 0 - 20℃; for 1h; Inert atmosphere; |
2-cyclopentyl-ethanol
p-toluenesulfonyl chloride
2-cyclopentylethyl 4-methylbenzenesulfonate
Conditions | Yield |
---|---|
With dmap; triethylamine In dichloromethane at 20℃; for 16h; | 98.2% |
With dmap; triethylamine In dichloromethane at 20℃; for 16h; | |
In chloroform at 0 - 20℃; for 3.5h; Inert atmosphere; | |
With dmap; triethylamine | |
With pyridine at 0 - 20℃; for 36h; |
2-cyclopentyl-ethanol
sulfamic acid 2-cyclopentylethyl ester
Conditions | Yield |
---|---|
Stage #1: With formic acid; isocyanate de chlorosulfonyle In dichloromethane at 0 - 20℃; for 1.33h; Stage #2: 2-cyclopentyl-ethanol With pyridine In dichloromethane at 7℃; for 2h; Stage #3: With sodium hydrogencarbonate In dichloromethane; water; ethyl acetate | 95% |
isocyanate de chlorosulfonyle
2-cyclopentyl-ethanol
sulfamic acid 2-cyclopentylethyl ester
Conditions | Yield |
---|---|
Stage #1: isocyanate de chlorosulfonyle With formic acid at 0 - 20℃; for 1.33h; Inert atmosphere; Stage #2: 2-cyclopentyl-ethanol With pyridine In dichloromethane at 0 - 7℃; for 2h; Inert atmosphere; | 95% |
2-cyclopentyl-ethanol
perhydrocyclopentafuran
Conditions | Yield |
---|---|
With lead(IV) acetate; calcium carbonate In benzene for 48h; Heating; | 93% |
Conditions | Yield |
---|---|
With copper(l) iodide; Phenanthroline; caesium carbonate In 1,4-dioxane at 100℃; for 16h; | 92% |
Conditions | Yield |
---|---|
With sodium hexamethyldisilazane In tetrahydrofuran for 16h; Reflux; | 90% |
Conditions | Yield |
---|---|
With sodium hexamethyldisilazane In tetrahydrofuran for 16h; Reflux; | 88% |
2-cyclopentyl-ethanol
2-cyclopentyl-1-iodoethane
Conditions | Yield |
---|---|
With 1H-imidazole; iodine; triphenylphosphine In dichloromethane at 20℃; for 2h; | 84% |
With 1H-imidazole; iodine; triphenylphosphine In dichloromethane at 20℃; for 2h; Inert atmosphere; | 84% |
With 1H-imidazole; iodine; triphenylphosphine In dichloromethane at 20℃; for 3h; Inert atmosphere; | 75% |
Conditions | Yield |
---|---|
With 4,5,6,7-tetrafluoro-1-hydroxybenzo[d][1,2]iodaoxol-3(1H)-one; Ru(bpy)3Cl2 at 30℃; for 24h; Minisci Aromatic Substitution; Inert atmosphere; Irradiation; regioselective reaction; | 83% |
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 80℃; Mitsunobu Displacement; regioselective reaction; | 77% |
6-hydroxy-1H-indole
2-cyclopentyl-ethanol
6-(2-cyclopentylethoxy)indole
Conditions | Yield |
---|---|
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran | 75% |
2-cyclopentyl-ethanol
(2-bromo-ethyl)-cyclopentane
Conditions | Yield |
---|---|
With sulfuric acid; hydrogen bromide for 6h; Heating; | 72% |
With sulfuric acid; hydrogen bromide | |
With phosphorus tribromide at -5 - 0℃; zuletzt bei 100grad; |
Conditions | Yield |
---|---|
With sodium hexamethyldisilazane In 1,4-dioxane at 50℃; for 2h; | 70% |
(2S)-2-(4-tert-butylphenoxy)-3-(4-{2-[(1α,5α,6α)-3-(2,4,5-trifluorobenzyl)-3-azabicyclo[3.1.0]hex-6-ylamino]ethoxy}phenyl)propionic acid
2-cyclopentyl-ethanol
Conditions | Yield |
---|---|
Stage #1: (2S)-2-(4-tert-butylphenoxy)-3-(4-{2-[(1α,5α,6α)-3-(2,4,5-trifluorobenzyl)-3-azabicyclo[3.1.0]hex-6-ylamino]ethoxy}phenyl)propionic acid; 2-cyclopentyl-ethanol With sulfuric acid In benzene for 6h; Heating / reflux; Stage #2: With ammonia In chloroform pH=8; | 69% |
6-Benzyloxy-3-[3-methyl-4-[(1-pyrrolidinyl)methyl]-benzyl]-2-(4-hydroxyphenyl)benzo[b]thiophene
2-cyclopentyl-ethanol
6-Benzyloxy-3-[3-methyl-4-[(1-pyrrolidinyl)methyl]-benzyl]-2-[4-(2-cyclopentylethoxy)phenyl]benzo[b]thiophene
Conditions | Yield |
---|---|
With triethanolamine In tetrahydrofuran; SiO2 | 58% |
2-cyclopentyl-ethanol
Conditions | Yield |
---|---|
Stage #1: triethylammonium N-tert-butylsulfamate With trifluoromethylsulfonic anhydride; Triphenylphosphine oxide In dichloromethane at 0℃; for 0.25h; Inert atmosphere; Stage #2: With triethylamine In dichloromethane at -78℃; for 0.25h; Inert atmosphere; Stage #3: 2-cyclopentyl-ethanol In dichloromethane at -78 - 22℃; for 18h; Inert atmosphere; | 56% |
ethyl 2-((4,6-dihydroxypyrimidin-2-yl)thio)hexanoate
2-cyclopentyl-ethanol
ethyl 2-(4,6-bis(2-cyclopentylethoxy)pyrimidin-2-ylthio)hexanoate
Conditions | Yield |
---|---|
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; Mitsunobu reaction; Inert atmosphere; Cooling with ice; | 55.3% |
Homophthalic acid
2-cyclopentyl-ethanol
2-[2-(2-cyclopentylethoxy)-2-oxoethyl]benzoic acid
Conditions | Yield |
---|---|
With sulfuric acid In benzene for 6h; Heating; | 47% |
2-cyclopentyl-ethanol
Conditions | Yield |
---|---|
Stage #1: 2-cyclopentyl-ethanol With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 0.0833333h; Stage #2: 3-(2-fluoro-5-(methylsulfonyl)phenyl)-7-methoxy-1-methyl-1H-pyrrolo[2,3-c]pyridine In tetrahydrofuran; mineral oil at 60℃; for 12h; Stage #3: With hydrogenchloride In 1,4-dioxane at 70℃; for 12h; | 34.5% |
Conditions | Yield |
---|---|
With ruthenium(bis[2‐(ethylsulfanyl)ethyl]amine)(dichloro)(triphenylphosphine); potassium hexamethylsilazane In toluene at 120℃; for 12h; Schlenk technique; Inert atmosphere; Glovebox; | 31% |
2-cyclopentyl-ethanol
N-{3-[5-(3-hydroxyphenyl)[1,3]dioxan-2-yl]propyl}acetamide
N-(3-{5-[3-(2-cyclopentylethoxy)phenyl][1,3]dioxan-2-yl}propyl)acetamide
Conditions | Yield |
---|---|
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 20℃; for 2h; Mitsunobu reaction; | 14% |
2-cyclopentyl-ethanol
2-Amino-6-chloropurin
Conditions | Yield |
---|---|
With sodium hydride In 1,4-dioxane for 4h; Reflux; | 7% |
2-cyclopentyl-ethanol
The Cyclopentaneethanol, with CAS registry number 766-00-7, has the systematic name of 2-cyclopentylethanol. Besides this, it is also called 2-Cyclopentylethan-1-ol. And the chemical formula of this chemical is C7H14O. What's more, its EINECS is 212-156-9. When use this chemical, do not breathe vapour and avoid contact with skin and eyes.
Physical properties of Cyclopentaneethanol: (1)ACD/LogP: 1.84; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.84; (4)ACD/LogD (pH 7.4): 1.84; (5)ACD/BCF (pH 5.5): 14.72; (6)ACD/BCF (pH 7.4): 14.72; (7)ACD/KOC (pH 5.5): 238.51; (8)ACD/KOC (pH 7.4): 238.51; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 9.23 Å2; (13)Index of Refraction: 1.46; (14)Molar Refractivity: 33.92 cm3; (15)Molar Volume: 123.7 cm3; (16)Polarizability: 13.44×10-24cm3; (17)Surface Tension: 34.9 dyne/cm; (18)Density: 0.922 g/cm3; (19)Flash Point: 70.4 °C; (20)Enthalpy of Vaporization: 47.81 kJ/mol; (21)Boiling Point: 174.4 °C at 760 mmHg; (22)Vapour Pressure: 0.376 mmHg at 25°C.
Preparation: this chemical can be prepared by cyclopentylacetic acid. This reaction will need reagent LiAlH4 and solvent tetrahydrofuran.
Uses of Cyclopentaneethanol: it can be used to produce (2-bromo-ethyl)-cyclopentane. This reaction will need reagent concentrated aqueous HBr.
You can still convert the following datas into molecular structure:
(1)SMILES: OCCC1CCCC1
(2)InChI: InChI=1/C7H14O/c8-6-5-7-3-1-2-4-7/h7-8H,1-6H2
(3)InChIKey: JEXQWCBPEWHFKC-UHFFFAOYAH
(4)Std. InChI: InChI=1S/C7H14O/c8-6-5-7-3-1-2-4-7/h7-8H,1-6H2
(5)Std. InChIKey: JEXQWCBPEWHFKC-UHFFFAOYSA-N
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