(E)-1,2-dibromohex-1-ene
hex-1-yne
Conditions | Yield |
---|---|
With 1,2-bis(diphenylphosphino)ethane nickel(II) chloride; tri-n-butyl-tin hydride In tetrahydrofuran for 0.5h; Ambient temperature; | 100% |
n-butylethynylmagnesium chloride
hex-1-yne
Conditions | Yield |
---|---|
With oxygen In tetrahydrofuran at 20℃; for 0.75h; | 99% |
Conditions | Yield |
---|---|
With 18-crown-6 ether; potassium tert-butylate In Petroleum ether at 60℃; for 2h; without <18>krone-6; Yields of byproduct given; | 96% |
With potassium hydroxide; tetraoctyl ammonium bromide In Petroleum ether at 90℃; for 6h; | 92% |
With potassium hydroxide; 2,5-dimethyl-2,5-hexanediol; tetraoctyl ammonium bromide at 80 - 90℃; for 0.25h; | 88% |
(Z)-1-bromohex-1-ene
hex-1-yne
Conditions | Yield |
---|---|
With 18-crown-6 ether; potassium tert-butylate In Petroleum ether at 25℃; for 2h; | 96% |
(E)-1-bromohex-1-ene
hex-1-yne
Conditions | Yield |
---|---|
With 18-crown-6 ether; potassium tert-butylate In Petroleum ether at 60℃; for 2h; | 93% |
Conditions | Yield |
---|---|
With 18-crown-6 ether; potassium tert-butylate In Petroleum ether at 60℃; for 1h; | 92% |
With sodium amide; xylene at 130℃; und zersetzt das entstandene Produkt mit Eiswasser; | |
With petroleumfraction of mp: 150-180 degree at 150℃; und zersetzt das entstandene Produkt mit Eiswasser; |
Conditions | Yield |
---|---|
With Lu(N(SiMe3)2)3 In toluene at 100℃; for 48h; Inert atmosphere; Glovebox; Schlenk technique; Sealed tube; | A 90% B n/a |
Conditions | Yield |
---|---|
In diethyl ether; ammonia for 2h; | 80% |
32% | |
With ammonia |
Conditions | Yield |
---|---|
With Lu(N(SiMe3)2)3 In toluene at 130℃; for 12h; Inert atmosphere; Glovebox; Schlenk technique; Sealed tube; | A 75% B n/a |
C9H18B(1-)*Li(1+)
A
2-Methyl-2-heptanol
B
n-pentyl methyl ketone
C
hex-1-yne
Conditions | Yield |
---|---|
With sodium hydroxide; methanesulfonic acid; dihydrogen peroxide 1.) Et2O, -78 deg C, warming to 25 deg C, 2h; Yield given. Multistep reaction; | A 8% B n/a C 73% |
With sodium hydroxide; methanesulfonic acid; dihydrogen peroxide 1.) Et2O, -78 deg C warming to 25 deg C, 2h; Yield given. Multistep reaction; | A 8% B 9% C n/a |
Conditions | Yield |
---|---|
With Lu(N(SiMe3)2)3 In toluene at 130℃; for 12h; Inert atmosphere; Glovebox; Schlenk technique; Sealed tube; | A 70% B n/a |
C12H24B(1-)*Li(1+)
dimethyl sulfate
A
6-methyl-decan-5-one
B
3-methylheptan-2-one
C
hex-1-yne
Conditions | Yield |
---|---|
With sodium hydroxide; dihydrogen peroxide 1.) THF, -78 deg C, warming to 25 deg C, 2h; Yield given. Multistep reaction; | A n/a B 14% C 68% |
With sodium hydroxide; dihydrogen peroxide 1.) THF, -78 deg C, warming to 25 deg C, 2h; Yield given. Multistep reaction; | A 11% B n/a C 68% |
C12H24B(1-)*Li(1+)
A
2-Methyl-2-heptanol
B
n-pentyl methyl ketone
C
5-Methyldecan-5-ol
D
hex-1-yne
Conditions | Yield |
---|---|
With sodium hydroxide; Me2SO3H; dihydrogen peroxide 1.) THF, -78 deg C, warming to 25 deg C, 1h; Yield given. Multistep reaction. Further byproducts given; | A 12% B n/a C 12% D 57% |
C12H24B(1-)*Li(1+)
A
2-Methyl-2-heptanol
B
5-Methyldecan-5-ol
C
decan-5-one
D
hex-1-yne
Conditions | Yield |
---|---|
With sodium hydroxide; methanesulfonic acid; dihydrogen peroxide 1.) THF, -78 deg C, warming to 25 deg C, 2h; Yield given. Multistep reaction. Further byproducts given; | A 12% B 12% C n/a D 57% |
2,2-dimethyl-3-butyne
N-benzylhept-2-yn-1-amine
A
N-benzyl 4,4-dimethyl-pent-2-ynylamine
B
hex-1-yne
Conditions | Yield |
---|---|
With Lu(N(SiMe3)2)3 In toluene at 130℃; for 12h; Inert atmosphere; Glovebox; Schlenk technique; Sealed tube; | A 55% B n/a |
C12H24B(1-)*Li(1+)
dimethyl sulfate
A
6-Methylundec-5-ene
B
methylheptene
C
hex-1-yne
Conditions | Yield |
---|---|
Yield given. Multistep reaction; | A n/a B 18% C 49% |
Yield given. Multistep reaction; | A 16% B n/a C 49% |
1-(trimethylsilyl)-1-hexyne
n-octyne
A
trimethyl(oct-1-yn-1-yl)silane
B
oct-2-yne
C
2-Hexyne
D
hex-1-yne
Conditions | Yield |
---|---|
With N,N,N,N,N,N-hexamethylphosphoric triamide; Yb-imine; methyl iodide In tetrahydrofuran for 17h; Ambient temperature; | A 25% B 42% C 34% D 10% |
1,1-dibromo 1-hexene
hex-1-yne
Conditions | Yield |
---|---|
With sodiumsulfide nonahydrate In dimethyl sulfoxide at 40℃; for 18h; | 42% |
C12H24B(1-)*Li(1+)
A
2-Methyl-2-heptanol
B
hept-2-ene
C
5-decene
D
hex-1-yne
Conditions | Yield |
---|---|
Yield given. Multistep reaction. Further byproducts given; | A 23% B n/a C 18% D 26% |
C12H24B(1-)*Li(1+)
A
2-Methyl-2-heptanol
B
5-decene
C
5-Methyldecan-5-ol
D
hex-1-yne
Conditions | Yield |
---|---|
Yield given. Multistep reaction. Further byproducts given; | A n/a B 18% C 14% D 26% |
Yield given. Multistep reaction. Further byproducts given; | A 23% B n/a C 14% D 26% |
Yield given. Multistep reaction. Further byproducts given; | A 23% B 18% C n/a D 26% |
C12H24B(1-)*Li(1+)
A
6-methyl-decan-5-one
B
3-methylheptan-2-one
C
hex-1-yne
Conditions | Yield |
---|---|
With sodium hydroxide; dihydrogen peroxide; dimethyl sulfate 1.) THF, -78 deg C warming to 25 deg C, 2h; Yield given. Multistep reaction; | A 11% B 14% C n/a |
1,2-dibromohexane
A
2-bromohex-1-ene
B
(Z)-1-bromohex-1-ene
C
(E)-1-bromohex-1-ene
D
hex-1-yne
Conditions | Yield |
---|---|
With potassium tert-butylate In Petroleum ether at 80℃; for 6h; Yield given; | A n/a B n/a C n/a D 7.8% |
With potassium tert-butylate In Petroleum ether at 80℃; for 6h; Yield given; | A n/a B n/a C n/a D 7.8% |
Conditions | Yield |
---|---|
With ammonia |
Conditions | Yield |
---|---|
With diphenylether |
Conditions | Yield |
---|---|
With ammonia; sodium amide |
2-bromohex-1-ene
1-bromohexene
A
1-hexene
B
hex-1-yne
Conditions | Yield |
---|---|
With sodium; xylene at 25℃; |
hept-2-ynoic acid
A
methylammonium carbonate
B
hex-1-yne
7-phenyltrideca-5,8-diyn-7-ol
hex-1-yne
Conditions | Yield |
---|---|
at 230℃; Leiten im Stickstoff-Strom ueber Aluminiumoxyd; |
Conditions | Yield |
---|---|
With diethyl ether; phenylmagnesium bromide Erhitzen des erhaltenen Gemisches aus Acetylenmagnesiumbromid und Acetylen-bis-magnesiumbromid mit Butylbromid auf 80-90grad; |
Conditions | Yield |
---|---|
With copper(l) iodide; potassium carbonate; sodium sulfite; 1,8-diazabicyclo[5.4.0]undec-7-ene In dimethyl sulfoxide at 30℃; for 4h; | 100% |
With sodium hydroxide; Aliquat 336; copper(l) chloride In dichloromethane; water at 20℃; for 50h; | 73% |
(i) EtMgBr, CuCl, (ii) /BRN= 605308/; Multistep reaction; | |
With copper(l) iodide; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium sulfite In N,N-dimethyl-formamide at 20℃; |
Conditions | Yield |
---|---|
With copper diacetate In acetonitrile for 7h; Heating; | 100% |
With copper diacetate; sodium acetate; PEG 6000 at 90℃; for 20h; | 96% |
With N,N,N,N,-tetramethylethylenediamine; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate; copper(l) chloride at 20℃; for 6h; Glaser oxidative coupling; | 95% |
Conditions | Yield |
---|---|
(C5Me5)Ti<ε2-C2(SiMe3)2> In hexane at 30℃; for 120h; | 100% |
With bis(trimethylsilyl)amide yttrium(III); tris(trimethylsilyl)amine In toluene at 100℃; for 17h; | 99% |
With methylaluminoxane In benzene-d6 at 20℃; under 1E-05 Torr; for 24h; Dimerization; | 99.7% |
bicyclo[2.2.1]hepta-2,5-diene
hex-1-yne
4-n-butyldeltacyclen
Conditions | Yield |
---|---|
With diphosphane; (2S,3S)-(+)-bis(diphenylphosphanyl)bicyclo[2.2.1]hept-5-ene; cobalt(III) acetylacetonate; diethylaluminium chloride In tetrahydrofuran at 35℃; for 4h; | 100% |
Conditions | Yield |
---|---|
Stage #1: hex-1-yne With n-butyllithium In tetrahydrofuran; hexane at -78 - 0℃; Inert atmosphere; Stage #2: formaldehyd In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere; | 100% |
Stage #1: hex-1-yne With n-butyllithium In tetrahydrofuran at -78℃; for 1h; Stage #2: formaldehyd In tetrahydrofuran at -78 - 20℃; for 18h; | 99% |
With n-butyllithium In diethyl ether at 0℃; | 89% |
Conditions | Yield |
---|---|
Stage #1: hex-1-yne With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere; Stage #2: pentanal In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere; | 100% |
Stage #1: hex-1-yne With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere; Stage #2: pentanal In tetrahydrofuran; hexane at 20℃; for 0.5h; Inert atmosphere; | 92% |
With n-butyllithium In tetrahydrofuran at -78℃; for 2h; | 87% |
hex-1-yne
Conditions | Yield |
---|---|
In dichloromethane Ambient temperature; | 100% |
PhI(OH)OTs
hex-1-yne
Conditions | Yield |
---|---|
In dichloromethane for 2h; Ambient temperature; | 100% |
norborn-2-ene
carbon monoxide
hex-1-yne
(3aSR,4SR,7RS,7aSR)-2-butyl-3a,4,5,6,7,7a-hexahydro-4,7-methanoinden-1-one
Conditions | Yield |
---|---|
dodecacarbonyl tetracobalt In dichloromethane at 150℃; under 7600 Torr; for 22h; | 100% |
Co2Rh2 nanoparticles immobilized on charcoal In tetrahydrofuran at 130℃; under 760 Torr; for 18h; intermolecular Pauson-Khand reaction; | 60% |
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diethylamine for 18h; Sonogashira coupling; Inert atmosphere; | 100% |
With copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; triethylamine at 20℃; Inert atmosphere; | 100% |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine for 8h; Sonogashira Cross-Coupling; Inert atmosphere; | 95% |
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In triethylamine for 4h; Sonogashira coupling; Reflux; | 100% |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In triethylamine at 50℃; for 5h; Inert atmosphere; | 100% |
With triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide at 20℃; for 2h; Sonogashira coupling reaction; | 99% |
Conditions | Yield |
---|---|
Stage #1: iodobenzene; hex-1-yne With bis-triphenylphosphine-palladium(II) chloride; triethylamine at 20℃; for 0.0833333h; Inert atmosphere; Stage #2: With copper(l) iodide at 20℃; for 23h; Inert atmosphere; | 100% |
With copper(I) oxide; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In N,N-dimethyl-formamide at 135℃; for 12h; Inert atmosphere; | 99% |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In acetonitrile at 20℃; for 20h; Schlenk technique; Inert atmosphere; | 99% |
hex-1-yne
(E)-2-iodoethenyl, [2-isopropyl-5-methylcyclohexyl(1R,2S,5R)]ether
1E-octen-3-ynyl, [2-isopropyl-5-methylcyclohexyl(1R,2S,5R)]ether
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) | 100% |
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); isopropylamine Substitution; | 455 mg |
Conditions | Yield |
---|---|
With triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide at 50℃; | 100% |
Stage #1: 2-Iodothiophene; hex-1-yne With bis-triphenylphosphine-palladium(II) chloride; triethylamine In tetrahydrofuran at 20℃; for 0.0833333h; Inert atmosphere; Stage #2: With copper(l) iodide In tetrahydrofuran at 20℃; Inert atmosphere; | 93% |
With triethylamine; palladium bis(2,2,6,6-tetramethyl-3,5-heptanedionate) In water at 20℃; for 6h; Sonogashira cross-coupling; | 89% |
benzaldehyde
hex-1-yne
1-phenylhept-2-yn-1-ol
Conditions | Yield |
---|---|
Stage #1: hex-1-yne With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; for 1.33333h; Inert atmosphere; Stage #2: benzaldehyde In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere; Stage #3: With water; ammonium chloride In tetrahydrofuran; hexane | 100% |
Stage #1: hex-1-yne With n-butyllithium In tetrahydrofuran; hexane at -50℃; for 0.416667h; Stage #2: benzaldehyde In tetrahydrofuran; hexane at 20℃; for 1h; | 96% |
With dimethyl zinc(II); (1R,2S)-cis-1-amino-2-indenol-derived oxazolidine In n-heptane; toluene at -4℃; for 48h; | 96% |
Conditions | Yield |
---|---|
With n-butyllithium In diethyl ether at 20℃; Substitution; | 100% |
Conditions | Yield |
---|---|
With triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide at 50℃; | 100% |
With copper(l) iodide; triethylamine; tetrakis(triphenylphosphine) palladium(0) at 60℃; | |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 60℃; for 12h; Schlenk technique; |
m-trifluoromethylphenyl iodide
hex-1-yne
1-(hex-1-yn-1-yl)-3-(trifluoromethyl)benzene
Conditions | Yield |
---|---|
With triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide at 50℃; | 100% |
Sonogashira Cross-Coupling; |
N-formyl-2-iodoaniline
hex-1-yne
N-(2-(hex-1-yn-1-yl)phenyl)formamide
Conditions | Yield |
---|---|
With copper(l) iodide; triethylamine; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran Sonogashira coupling; | 100% |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 20℃; | |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran at 20℃; Inert atmosphere; | |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran at 20℃; Inert atmosphere; | |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran at 20℃; Inert atmosphere; |
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran; pentane at -78 - 20℃; | 100% |
Stage #1: hex-1-yne With ethylmagnesium bromide In tetrahydrofuran; diethyl ether at 0 - 20℃; for 0.0833333h; Inert atmosphere; Stage #2: dimethylmonochlorosilane In tetrahydrofuran; diethyl ether at 0 - 20℃; for 4h; Inert atmosphere; | 98% |
Stage #1: hex-1-yne With n-butyllithium In diethyl ether; hexane at -78℃; for 0.5h; Stage #2: dimethylmonochlorosilane In diethyl ether; hexane at -78 - 20℃; Further stages.; | 85% |
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran; pentane at -78 - 20℃; | 100% |
hex-1-yne
(E)-1-hexenyldihydroxyborane
Conditions | Yield |
---|---|
With benzo[1,3,2]dioxaborole In tetrahydrofuran Heating; | 100% |
Stage #1: hex-1-yne With dichloroborane dioxane complex In dichloromethane for 4h; Heating; Stage #2: With water cooling; | 61% |
Stage #1: hex-1-yne With dimethylsulfide borane complex; (+)-α-pinene In tetrahydrofuran at -40 - 20℃; Stage #2: With acetaldehyde In tetrahydrofuran at 45℃; for 16h; Stage #3: With water In tetrahydrofuran at 0℃; for 3h; |
hex-1-yne
Conditions | Yield |
---|---|
With copper(ll) bromide; palladium(II) bromide In acetonitrile; benzene at 20℃; for 6h; | 100% |
Conditions | Yield |
---|---|
Stage #1: hex-1-yne With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; for 1.33333h; Inert atmosphere; Stage #2: 4-fluorobenzaldehyde In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere; Stage #3: With water; ammonium chloride In tetrahydrofuran; hexane | 100% |
Stage #1: hex-1-yne With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 1h; Inert atmosphere; Stage #2: 4-fluorobenzaldehyde In tetrahydrofuran; hexane Inert atmosphere; | 60% |
1-chloro-3-pentyl-7-propyl-pyrrolo[1,2-c]pyrimidine
hex-1-yne
1-hex-1-ynyl-3-pentyl-7-propyl-pyrrolo[1,2-c]pyrimidine
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride; copper at 80℃; Sonogashira coupling; | 100% |
Conditions | Yield |
---|---|
Stage #1: 2,4-dibromo-5,6-dimethyl-pyrimidine; 5-phenyl-1-pentyne With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In triethylamine at 20℃; for 12h; Sonogashira coupling; Stage #2: hex-1-yne In triethylamine at 45℃; for 12h; Sonogashira coupling; | 100% |
Conditions | Yield |
---|---|
Stage #1: hex-1-yne With ethylmagnesium bromide In tetrahydrofuran at 20℃; for 0.5h; Stage #2: pyridine-2-carbaldehyde In tetrahydrofuran at 0℃; for 1h; | 100% |
Stage #1: hex-1-yne With n-butyllithium In tetrahydrofuran at -78℃; for 0.25h; Stage #2: pyridine-2-carbaldehyde In tetrahydrofuran at -78℃; Further stages.; | |
Stage #1: hex-1-yne With ethylmagnesium bromide In tetrahydrofuran at 20℃; for 1h; Stage #2: pyridine-2-carbaldehyde In tetrahydrofuran at -78 - 20℃; for 1.5h; Further stages.; |
hex-1-yne
Conditions | Yield |
---|---|
With 2,2’-azobis(4-methoxy-2,4-dimethyl)valeronitrile In chloroform at 20℃; for 5h; | 100% |
Conditions | Yield |
---|---|
Stage #1: hex-1-yne With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; for 1.33333h; Inert atmosphere; Stage #2: 1-naphthaldehyde In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere; Stage #3: With water; ammonium chloride In tetrahydrofuran; hexane | 100% |
Stage #1: hex-1-yne With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere; Stage #2: 1-naphthaldehyde In tetrahydrofuran; hexane at 0 - 20℃; for 0.583333h; Inert atmosphere; | 80% |
Stage #1: hex-1-yne With n-butyllithium In tetrahydrofuran at -78℃; for 0.333333h; Stage #2: 1-naphthaldehyde In tetrahydrofuran at -78 - 20℃; Further stages.; |
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View