1-aminodecane
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; hydrogen In methanol at 100℃; under 37503.8 Torr; Reagent/catalyst; Flow reactor; | 100% |
Conditions | Yield |
---|---|
With sodium tetrahydroborate In water at 100℃; for 8h; pH=5.5; | 97% |
With hydrogen; acetic acid at 20℃; under 6080.41 Torr; for 6h; Catalytic behavior; Temperature; Pressure; Sealed tube; chemoselective reaction; | 90% |
With ammonia; hydrogen In water; isopropyl alcohol at 80℃; under 15001.5 Torr; for 24h; Autoclave; | 88% |
Conditions | Yield |
---|---|
With hydrogen at 100℃; under 7500.75 Torr; for 12h; Sealed tube; Autoclave; | 97% |
1-azidodecane
1-aminodecane
Conditions | Yield |
---|---|
With magnesium In methanol for 0.25h; | 95% |
With hydrogenchloride; indium In tetrahydrofuran at 20℃; for 2h; | 92% |
With tin(ll) chloride; aluminium trichloride In methanol for 1h; Ambient temperature; | 88% |
decyl-N,N-diallylamine
1-aminodecane
Conditions | Yield |
---|---|
With Wilkinson's catalyst In water; acetonitrile for 2h; Heating; | 90% |
Conditions | Yield |
---|---|
With hydrogenchloride; sodium hydroxide In tetrahydrofuran; water NaN3 was added to a THF soln. of trialkylborane followed by 10% aq. HCl, mixt. was gently relfuxed overnight; dild. with aq. HCl, extd. with ether, aq. layer was made basic (aq. NaOH) and ext. with ether, ether exts. were dried over KOH, filtered, evapd.; | 80% |
Conditions | Yield |
---|---|
With sodium tetrahydroborate; titanium tetrachloride In 1,2-dimethoxyethane for 14h; Ambient temperature; | 75% |
With sodium (tert-butylamino)trihydroborate In tetrahydrofuran at 66℃; for 120h; further reducing agent: sodium (dimethylamino)trihydroborat (NaDMAB); | 46% |
With copper oxide-chromium oxide; ammonia at 350℃; under 294203 Torr; Hydrogenation; | |
With ethandithiol; sodium tetrahydroborate | |
With 1,10-Phenanthroline; diethoxymethylane; iron(II) acetate In toluene at 100℃; for 28h; Inert atmosphere; chemoselective reaction; | 49 %Chromat. |
1-aminodecane
Conditions | Yield |
---|---|
With ammonium hydroxide; sodium hypochlorite In water 1.) 0 deg C, 5-10 min, 2.) 0 deg C -> room temperature; | 74% |
methanol
N-decyl-N-ethylpropanamide
A
1-aminodecane
B
acetic acid methyl ester
Conditions | Yield |
---|---|
Stage #1: N-decyl-N-ethylpropanamide With triphenyl phosphite; chlorine; triethylamine In dichloromethane at -30℃; Stage #2: methanol In dichloromethane at -30 - 20℃; Stage #3: With water | A 72% B n/a |
Conditions | Yield |
---|---|
With [2,2]bipyridinyl; C24H26FeN6(2+)*2ClO4(1-); bis-[(trifluoroacetoxy)iodo]benzene In acetonitrile at 80℃; for 2h; Catalytic behavior; Reagent/catalyst; Glovebox; Inert atmosphere; Molecular sieve; chemoselective reaction; | A 5% B 66% |
Conditions | Yield |
---|---|
Stage #1: 1,10-decanedioic acid With cyclopentyl methyl ether; ammonia at 200℃; under 4500.45 Torr; Sealed tube; Green chemistry; Stage #2: With cyclopentyl methyl ether; ammonia; hydrogen at 200℃; under 42004.2 Torr; for 6.5h; Cooling with ice; Green chemistry; | A 11% B 30% C 55% |
1-azidodecane
N,N-dibenzyl-pyridine-2-sulfonamide
A
decyl-pyridine-2-yl-amine
B
1-aminodecane
C
dibenzylamine
Conditions | Yield |
---|---|
With samarium diiodide In tetrahydrofuran for 1h; Ambient temperature; | A 43% B 47% C n/a |
Conditions | Yield |
---|---|
With titanium(III) chloride; lithium In tetrahydrofuran at 25℃; for 18h; Substitution; | 43% |
Conditions | Yield |
---|---|
With ammonia; magnesium oxide at 310℃; |
Conditions | Yield |
---|---|
With copper chromite; ammonia; hydrogen; decalin at 260 - 270℃; under 205942 Torr; | |
With D-glucose; pyridoxal 5'-phosphate; glucose dehydrogenase (CDX-901) from Codexis; NADP; isopropylamine; magnesium chloride In n-heptane; dimethyl sulfoxide at 30℃; for 20h; pH=8; Green chemistry; Enzymatic reaction; |
1-aminodecane
Conditions | Yield |
---|---|
With potassium hydroxide |
Conditions | Yield |
---|---|
With sodium hydroxide; chloroamine; borane-THF 1) THF, 1 h, 2) THF, 1 h, RT; Yield given. Multistep reaction; | |
With ammonium hydroxide; sodium hypochlorite; borane-THF 1.) THF, 0 deg C to r.t., 1 h, 2.) 0 deg C, 15 min; Yield given. Multistep reaction; |
2-decylisoindoline-1,3-dione
1-aminodecane
Conditions | Yield |
---|---|
With sodium tetrahydroborate; acetic acid deprotection; 1.) 2-propanol, water, 24 h, 2.) 80 deg C, 2 h; | |
With hydrazine In tetrahydrofuran; water Inert atmosphere; |
1-aminodecane
Conditions | Yield |
---|---|
With titanium(III) chloride; lithium In tetrahydrofuran reflux, 3 h; 25 deg C, 1.0 h; | 55 % Chromat. |
Conditions | Yield |
---|---|
at 350℃; under 220652 - 301558 Torr; ohne Loesungmittel.Hydrogenation; |
1,4-dioxane
ammonia
decanamide
A
1-aminodecane
B
didecylamine
Conditions | Yield |
---|---|
at 275 - 330℃; under 183877 - 242718 Torr; Hydrogenation; |
ethylbenzene
ammonia
decanamide
A
1-aminodecane
B
didecylamine
Conditions | Yield |
---|---|
at 275 - 330℃; under 183877 - 242718 Torr; Hydrogenation; |
ammonia
m-xylene
decanamide
A
1-aminodecane
B
didecylamine
Conditions | Yield |
---|---|
at 275 - 330℃; under 183877 - 242718 Torr; Hydrogenation; |
ammonia
decalin
decanamide
A
1-aminodecane
B
didecylamine
Conditions | Yield |
---|---|
at 275 - 330℃; under 183877 - 242718 Torr; Hydrogenation; |
Conditions | Yield |
---|---|
at 275 - 330℃; under 183877 - 242718 Torr; Hydrogenation; |
Conditions | Yield |
---|---|
at 200 - 275℃; under 191232 - 242718 Torr; Hydrogenation; |
Conditions | Yield |
---|---|
at 250 - 330℃; under 191232 - 272138 Torr; Hydrogenation; |
Conditions | Yield |
---|---|
With potassium carbonate beim Erwaermen des Reaktionsprodukts mit Hydrazin-hydrat und Aethanol; |
methanesulfonic acid decyl ester
1-aminodecane
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 90 percent / dimethylformamide / 6 h / 60 °C 2: 80 percent / TBTH; Ni(diphenylphosphinoethane)Cl2 / tetrahydrofuran / 0.5 h / 0 °C View Scheme |
Conditions | Yield |
---|---|
With potassium carbonate In dichloromethane; water at 4 - 20℃; for 4.5h; | 100% |
With 1,2-dichloro-ethane at -10℃; | |
With triethylamine In dichloromethane at -15℃; | |
With potassium carbonate In dichloromethane; water at 4 - 20℃; for 12.5h; | |
With potassium carbonate In dichloromethane; water at 4 - 20℃; for 12h; |
1-aminodecane
N-(benzyloxycarbonyl)-L-serine
((S)-1-Decylcarbamoyl-2-hydroxy-ethyl)-carbamic acid benzyl ester
Conditions | Yield |
---|---|
With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide | 100% |
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal In methanol at 20℃; for 29h; | 100% |
With palladium 10% on activated carbon; ammonium acetate; hydrogen In methanol at 20℃; under 760.051 Torr; for 29h; | 82% |
Conditions | Yield |
---|---|
With dmap; triethylamine In dichloromethane for 48h; | 100% |
Conditions | Yield |
---|---|
With 1-methylimidazolium tetrafluoroborate at 30 - 35℃; for 0.333333h; | 100% |
With triethylamine In dichloromethane at 0 - 20℃; for 12h; | 97% |
With sodium hydroxide In 1,4-dioxane; water at 0 - 23℃; for 3h; pH=9 - 10; Inert atmosphere; | 122.6 mg |
1-aminodecane
Conditions | Yield |
---|---|
In not given heating to 100°C for 2 days; centrifugation; filtration; washing (ethanol, acetone); drying in vac. for 1 h; chem. anal.; TGA; electron diffraction; | 100% |
In not given stirring for 6 days at 50°C; centrifugation; filtration; washing (ethanol, acetone); drying in vac. for 1 h; chem. anal.; TGA; electron diffraction; |
N,N-dimethylacetamide dimethyl acetal
1-aminodecane
N'-decyl-N,N-dimethylacetimidamide
Conditions | Yield |
---|---|
With dimethyl amine In tetrahydrofuran at 20℃; for 18.25h; Darkness; chemoselective reaction; | 100% |
1-aminodecane
1,7-lactobioamidoheptanoic acid
C10H23N*C19H35NO13
Conditions | Yield |
---|---|
In water at 20℃; for 24h; | 100% |
Conditions | Yield |
---|---|
In water at 20℃; for 24h; | 100% |
1-aminodecane
bendamustine hydrochloride
4-{5-[bis-(2-chloro-ethyl)amino]-1-methyl-1H-benzoimidazol-2-yl}-N-decyl-butyramide
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 2.7 - 10℃; for 1.5h; Inert atmosphere; | 100% |
1-aminodecane
(7-(carboxymethyl)-1,3,6,8-tetraoxo-3,6,7,8-tetrahydro-1H-benzo[lmn][3,8]phenanthrolin-2-yl)-acetic acid
Conditions | Yield |
---|---|
In methanol at 20℃; | 100% |
1-aminodecane
(R)-1-(tert-butoxycarbonyl)pyrrolidine-3-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: 1-aminodecane; (R)-1-(tert-butoxycarbonyl)pyrrolidine-3-carboxylic acid With 2,6-dimethylpyridine; 1-hydroxy-7-aza-benzotriazole In N,N-dimethyl-formamide for 0.0833333h; Stage #2: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 3.5h; | 100% |
With 2,6-dimethylpyridine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 3.5h; | 100% |
1-aminodecane
Conditions | Yield |
---|---|
Stage #1: 1-aminodecane; (3S,4S)-1-(tert-butoxycarbonyl)pyrrolidine-3,4-dicarboxylic acid With 2,6-dimethylpyridine; 1-hydroxy-7-aza-benzotriazole In N,N-dimethyl-formamide for 0.0833333h; Stage #2: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 3.5h; | 100% |
With 2,6-dimethylpyridine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 25℃; for 3.5h; | 100% |
Conditions | Yield |
---|---|
In methanol for 3h; Ambient temperature; | 99.5% |
at 80℃; for 0.25h; Inert atmosphere; Molecular sieve; | 99% |
With 3 A molecular sieve In dichloromethane at 40℃; for 6h; Condensation; | 95% |
1-aminodecane
(Z)-3-Decylamino-4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-nonadecafluoro-dodec-2-enoic acid ethyl ester
Conditions | Yield |
---|---|
With triethylamine In diethyl ether for 48h; Heating; | 99% |
1-aminodecane
5,6-bis(4-bromophenyl)-3-pyridin-2-yl-[1,2,4]triazine
Conditions | Yield |
---|---|
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); (R)-1-[(SP)-2-(dicyclohexylphosphino)ferrocenyl]ethyldi-tert-butylphosphine In toluene at 100℃; for 20h; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With phenylsilane In dimethyl sulfoxide at 20℃; under 760.051 Torr; for 24h; Schlenk technique; Glovebox; Sealed tube; | 99% |
Conditions | Yield |
---|---|
With triethylamine In ethanol at 60℃; for 72h; | 99% |
Conditions | Yield |
---|---|
With papain adsorbed onto polyamide In water; acetonitrile at 37℃; for 72h; Inert atmosphere; Enzymatic reaction; | 98.04% |
Conditions | Yield |
---|---|
In dichloromethane at 20℃; | 98% |
With triethylamine In acetonitrile at 0℃; for 0.75h; | 97% |
With pyridine; 8-hydroxyquinoline polymer 1.) 80 deg C, 6 h, 2.) C6H6, room temperature, 3 h; | 84% |
With pyridine |
Conditions | Yield |
---|---|
With triphenylphosphine In tetrahydrofuran at 20℃; Staudinger reaction; | 98% |
1-aminodecane
5-tert-butyl N-benzyloxycarbonyl-L-glutamate
(S)-tert-butyl 4-(benzyloxycarbonyl)-5-(decylamino)-5-oxopentanoate
Conditions | Yield |
---|---|
With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine In dichloromethane at 0 - 20℃; | 98% |
1-aminodecane
4-nitro-benzoyl chloride
4-[(decylamino)carbonyl]nitrobenzene
Conditions | Yield |
---|---|
With triethylamine In dichloromethane | 98% |
1-aminodecane
trans-2-(4-nitrophenyl)cyclopropanecarboxylic acid
Conditions | Yield |
---|---|
98% |
1-aminodecane
WM-isobu-C(O)NHDec
Conditions | Yield |
---|---|
Stage #1: isobu acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 2h; Stage #2: 1-aminodecane In dichloromethane for 18.0333h; | 98% |
Conditions | Yield |
---|---|
In water at 60℃; for 4h; | 98% |
1-aminodecane
epichlorohydrin
3,3'-(decylazanediyl)bis(1-chloropropan-2-ol)
Conditions | Yield |
---|---|
In methanol at 20℃; for 12h; | 98% |
1-aminodecane
vinyl-phosphonic acid dibutyl ester
dibutyl 2-(decylamino)ethylphosphonate
Conditions | Yield |
---|---|
In water at -20 - 20℃; for 168h; | 98% |
Conditions | Yield |
---|---|
With montmorillonite KSF at 20 - 250℃; Microwave irradiation; | 98% |
MF: C10H23N
MW: 157.3
EINECS: 217-957-7
Mol File: 2016-57-1.mol
mp: 12-14 °C(lit.)
bp: 216-218 °C(lit.)
density: 0.787 g/mL at 25 °C(lit.)
refractive index: n20/D 1.436(lit.)
Fp: 186 °F
CAS DataBase Reference: 2016-57-1(CAS DataBase Reference)
NIST Chemistry Reference: 2016-57-1(NIST)
The structure of Decylamine is:
1. | skn-rbt 100 µg/24H open | AIHAAP American Industrial Hygiene Association Journal. 23 (1962),95. | ||
2. | orl-rat LD50:280 mg/kg | AIHAAP American Industrial Hygiene Association Journal. 23 (1962),95. | ||
3. | skn-rbt LD50:350 mg/kg | AIHAAP American Industrial Hygiene Association Journal. 23 (1962),95. | ||
4. | ipr-mus LD50:71 mg/kg | EJMCA5 European Journal of Medicinal Chemistry. Chimie Therapeutique. 26 (1991),517. |
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