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Conditions | Yield |
---|---|
With hydrogenchloride; ammonium chloride; copper(l) chloride at 30℃; | |
With hydrogenchloride; ammonium chloride; copper(l) chloride at 30℃; | |
With hydrogenchloride; ammonium chloride; copper(l) chloride at 30℃; |
Conditions | Yield |
---|---|
With hydrogenchloride; ammonium chloride; hydroquinone; copper(l) chloride |
3-chloro-2-butenyl bromide
1,3-dichloro-2-butene
Conditions | Yield |
---|---|
With hydrogenchloride; ammonium chloride; copper(l) chloride |
Conditions | Yield |
---|---|
With hydrogenchloride; ammonium chloride; hydroquinone; copper(l) chloride |
phosphorus pentachloride
methyl vinyl ketone
1,3-dichloro-2-butene
Conditions | Yield |
---|---|
Kuehlung in Eis-Kochsalz-Mischung; |
Conditions | Yield |
---|---|
bei hoeheren Temperaturen oder hoeherer HCl-Konzentration; | |
bei hoeheren Temperaturen oder hoeherer HCl-Konzentration; |
3-buten-1-yne
hydrogenchloride
A
chloroprene
B
1,3-dichloro-2-butene
3-α-Naphthylpropargylpyrrolidine
1,3-dichloro-2-butene
Conditions | Yield |
---|---|
In acetonitrile | 100% |
1-(3-(naphthalen-1-yl)prop-2-ynyl)piperidine
1,3-dichloro-2-butene
Conditions | Yield |
---|---|
In acetonitrile | 100% |
4-(3-(naphthalen-1-yl)prop-2-ynyl)morpholine
1,3-dichloro-2-butene
Conditions | Yield |
---|---|
In acetonitrile | 100% |
dimethyl-3-α-naphthylpropargylamine
1,3-dichloro-2-butene
Conditions | Yield |
---|---|
In acetonitrile | 100% |
3-(diethylamino)-1-(naphthalen-1-yl)propyne
1,3-dichloro-2-butene
Conditions | Yield |
---|---|
In acetonitrile | 100% |
1,3-dichloro-2-butene
4-benzyloxy-2-(tert-butyloxycarbonylamino)-1-iodo-5,6,7,8-tetrahydronaphthalene
(4-benzyloxy-1-iodo-5,6,7,8-tetrahydro-naphthalen-2-yl)-(3-chloro-but-2-enyl)-carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
Stage #1: 4-benzyloxy-2-(tert-butyloxycarbonylamino)-1-iodo-5,6,7,8-tetrahydronaphthalene With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: 1,3-dichloro-2-butene In N,N-dimethyl-formamide at 20℃; for 14h; Further stages.; | 99% |
tert-butyl (4-(benzyloxy)-1-iodonaphthalen-2-yl)carbamate
1,3-dichloro-2-butene
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 2h; | 98% |
Conditions | Yield |
---|---|
In acetonitrile; benzene at 20℃; for 72h; | 97% |
Conditions | Yield |
---|---|
In acetonitrile; benzene at 20℃; for 72h; | 97% |
1,3-dichloro-2-butene
Conditions | Yield |
---|---|
In acetonitrile; benzene at 20℃; for 72h; | 97% |
indole-2,3-dione
1,3-dichloro-2-butene
1-((Z)-3-Chloro-but-2-enyl)-1H-indole-2,3-dione
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 3h; | 96% |
3-methyl-1-(phenylsulfonyl)but-2-ene
1,3-dichloro-2-butene
((E)-7-Chloro-2-methyl-octa-2,6-diene-4-sulfonyl)-benzene
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide at -70℃; | 96% |
N-tert-butoxycarbonyl-4-benzyloxy-6-cyano-1-bromo-2-naphthylamine
1,3-dichloro-2-butene
Conditions | Yield |
---|---|
Stage #1: N-tert-butoxycarbonyl-4-benzyloxy-6-cyano-1-bromo-2-naphthylamine With sodium hydride In N,N-dimethyl-formamide at 20℃; for 3h; Inert atmosphere; Stage #2: 1,3-dichloro-2-butene In N,N-dimethyl-formamide at 20℃; for 4h; Inert atmosphere; | 96% |
1,3-dichloro-2-butene
(E,Z)-3-chloro-but-2-enyliodide
Conditions | Yield |
---|---|
With sodium iodide In acetone at 20℃; for 0.333333h; | 95% |
With sodium iodide In acetonitrile for 1h; | 80% |
With sodium iodide In acetone | |
With sodium iodide In N,N-dimethyl-formamide for 6h; Ambient temperature; | 3.7 g |
2-butyl-4-chloro-6-fluoro-5-methoxyindan-1-one
1,3-dichloro-2-butene
Conditions | Yield |
---|---|
Stage #1: 2-butyl-4-chloro-6-fluoro-5-methoxyindan-1-one; 1,3-dichloro-2-butene With sodium hydroxide In toluene at 10℃; for 30h; Stage #2: With sulfuric acid In water; toluene at 0 - 65℃; Further stages. Title compound not separated from byproducts.; | A 95% B n/a |
1,3-dichloro-2-butene
3-chloro-2-buten-1-ol
Conditions | Yield |
---|---|
With water; sodium carbonate at 89 - 98℃; for 8h; | 94.2% |
With sodium carbonate for 3h; Heating; | 63% |
1,3-dichloro-2-butene
A
1,2,3,3-tetrachlorobutane
B
1,2,2,3,4-pentachlorobutane
Conditions | Yield |
---|---|
With chlorine at 75℃; for 0.66h; | A 94% B 8% |
With chlorine at -20℃; for 11h; | A 10% B 90% |
1,3-dichloro-2-butene
Conditions | Yield |
---|---|
With N-[4-(trifluoromethyl)benzyl]cinchoninium bromide In sodium hydroxide; toluene at 20℃; | 94% |
diphenylphosphane
1,3-dichloro-2-butene
3-chloro-1-(diphenylphosphino)-2-butene
Conditions | Yield |
---|---|
With potassium hydroxide In dimethyl sulfoxide for 1h; Ambient temperature; | 92.3% |
2-propylindan-1-one
1,3-dichloro-2-butene
Conditions | Yield |
---|---|
With N-[4-(trifluoromethyl)benzyl]cinchoninium bromide In sodium hydroxide; toluene at 20℃; | 92% |
Conditions | Yield |
---|---|
Stage #1: C15H22N2 With lithium dihydronaphthylide radical In tetrahydrofuran at -40℃; for 0.666667h; Inert atmosphere; Stage #2: 1,3-dichloro-2-butene In tetrahydrofuran at -40 - 20℃; for 16h; Inert atmosphere; | 92% |
5-methyl-indole-2,3-dione
1,3-dichloro-2-butene
1-((Z)-3-Chloro-but-2-enyl)-5-methyl-1H-indole-2,3-dione
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 3h; | 91% |
1,3-dichloro-2-butene
Conditions | Yield |
---|---|
With N-[4-(trifluoromethyl)benzyl]cinchoninium bromide In sodium hydroxide; toluene at 20℃; | 90% |
1,3-dichloro-2-butene
Conditions | Yield |
---|---|
With N-[4-(trifluoromethyl)benzyl]cinchoninium bromide In sodium hydroxide; toluene at 20℃; | 88% |
(1S,3aS,7aS)-1-(1,1-dimethylethoxy)octahydro-7a-methyl-5H-inden-5-one
1,3-dichloro-2-butene
(1S,3aS,6R,7aS)-6-(3-chloro-2-butenyl)-1-(1,1-dimethylethoxy)octahydro-7a-methyl-5H-inden-5-one
Conditions | Yield |
---|---|
Stage #1: (1S,3aS,7aS)-1-(1,1-dimethylethoxy)octahydro-7a-methyl-5H-inden-5-one With potassium hexamethylsilazane In tetrahydrofuran; toluene for 0.5h; Stage #2: 1,3-dichloro-2-butene With triethyl borane; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; toluene at -78 - 20℃; Further stages.; | 88% |
Bis(phenylethinyl)magnesium
1,3-dichloro-2-butene
1-phenyl-5-chlorohex-4-en-1-yne
Conditions | Yield |
---|---|
copper(l) chloride In tetrahydrofuran at 40℃; for 4h; | 87% |
5-Methoxy-2-propyl-indan-1-one
1,3-dichloro-2-butene
Conditions | Yield |
---|---|
With N-[4-(trifluoromethyl)benzyl]cinchoninium bromide In sodium hydroxide; toluene at 20℃; | 86% |
Conditions | Yield |
---|---|
With 4-methylmorpholine N-oxide; sodium hydroxide In water at 50℃; for 3.5h; Reagent/catalyst; Green chemistry; | A 84% B n/a |
1,3-dichloro-2-butene
A
methylphosphonic acid dichloroanhydride
B
1,2-dichloroethyl phosphorodichloridate
C
acetyl chloride
D
chloromethylphosphonic dichloride
Conditions | Yield |
---|---|
With oxygen; phosphorus trichloride at -10 - 10℃; Product distribution; Mechanism; | A n/a B 80% C n/a D n/a E n/a |
With oxygen; phosphorus trichloride at -10 - 10℃; Title compound not separated from byproducts; | A n/a B 80% C n/a D n/a E n/a |
With oxygen; phosphorus trichloride at -10 - 10℃; | A n/a B 80% C n/a D n/a E n/a |
diheptinylmagnesium
1,3-dichloro-2-butene
(E)-2-Chloro-undec-2-en-5-yne
Conditions | Yield |
---|---|
copper(l) chloride In tetrahydrofuran at 40℃; for 4h; | 73% |
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