Conditions | Yield |
---|---|
With C32H36ClNO2P2Ru; potassium tert-butylate; hydrogen In neat (no solvent) at 120℃; under 38002.6 Torr; for 20h; Autoclave; Green chemistry; | 99% |
With [RuCl2(2-(diphenylphosphino)-N-((6-((diphenylphosphino)methyl)pyridin-2-yl)methyl)ethan-1-amine)]; potassium tert-butylate; hydrogen In tetrahydrofuran at 80℃; under 38002.6 Torr; for 5h; Catalytic behavior; Autoclave; | 97% |
Stage #1: methyl myristoate With phenylsilane; fac-[Mn-(xantphos)(CO)3Br] at 120℃; for 12h; Inert atmosphere; Stage #2: With water; sodium hydroxide In methanol at 20℃; Inert atmosphere; | 96% |
1-Tetradecanol
Conditions | Yield |
---|---|
With 18-crown-6 ether; tert-butylamine; tert-butyl alcohol; potassium In tetrahydrofuran at 20℃; for 2h; | 98% |
1-Methoxymethoxy-tetradecane
1-Tetradecanol
Conditions | Yield |
---|---|
With methanol; DOWEX-50W-X2 for 30h; Heating; | 96% |
toluene
A
1-Tetradecanol
B
1-methyl-3-(phenylmethyl)-benzene
C
1-methyl-4-(phenylmethyl)benzene
D
2-benzyltoluene
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate at 120℃; for 2h; | A 96% B n/a C n/a D n/a |
tetradecyl tert-butyldimethylsilyl ether
1-Tetradecanol
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In methanol; dichloromethane at 20 - 25℃; for 0.333333h; Flow reactor; | 96% |
Conditions | Yield |
---|---|
With zirconium(IV) borohydride In tetrahydrofuran at 25℃; for 1h; Reduction; | 95% |
With sodium tetrahydroborate; benzene-1,2-diol; trifluoroacetic acid In tetrahydrofuran at 25℃; for 4h; | 91% |
With hydrogen In neat (no solvent) at 160℃; under 37503.8 Torr; for 24h; | 88% |
Conditions | Yield |
---|---|
With C30H34Cl2N2P2Ru; potassium methanolate; hydrogen In tetrahydrofuran at 100℃; under 38002.6 - 76005.1 Torr; for 15h; Glovebox; Autoclave; | 94% |
With kieselguhr; copper at 350℃; under 73550.8 - 147102 Torr; Hydrogenation; | |
With lithium aluminium tetrahydride |
C21H38N2O2S
1-Tetradecanol
Conditions | Yield |
---|---|
With potassium hydroxide; ethanol; oxygen Heating; | 91% |
ethyl 2-bromomyristate
1-Tetradecanol
Conditions | Yield |
---|---|
With sodium tetrahydroborate at 65℃; for 24h; | 90% |
1-Tetradecanol
Conditions | Yield |
---|---|
With water; silica gel In methanol at 60℃; Inert atmosphere; | 89% |
Conditions | Yield |
---|---|
With samarium diiodide; water; triethylamine; diisopropylamine In tetrahydrofuran at 20℃; for 2h; Inert atmosphere; | A 86% B 13% |
Conditions | Yield |
---|---|
With 5 wt% Re/TiO2; hydrogen In neat (no solvent) at 230℃; under 37503.8 Torr; for 24h; Autoclave; | 86% |
Conditions | Yield |
---|---|
Stage #1: Tetradecanoic acid 1-methylethyl ester With triethyl borane; sodium methylate In tetrahydrofuran; diethyl ether at 20℃; for 6h; Inert atmosphere; Stage #2: With sodium hydroxide In tetrahydrofuran; methanol; diethyl ether at 20℃; for 2h; Reagent/catalyst; Solvent; Time; | 84% |
With diphenylsilane; tris(triphenylphosphine)rhodium(I) chloride In tetrahydrofuran at 50℃; for 24h; | 90 % Spectr. |
Conditions | Yield |
---|---|
With potassium superoxide; tetraethylammonium bromide In N,N-dimethyl-formamide at 5 - 10℃; for 3h; | A 2% B 80% |
pyrrolidine
myristonitrile
A
1-tetradecylpyrrolidine
B
tetradecylamine
C
1-Tetradecanol
Conditions | Yield |
---|---|
With samarium diiodide; water; triethylamine In tetrahydrofuran at 20℃; for 0.0833333h; Inert atmosphere; | A 24% B 71% C 4.4% |
2-(3-carboxypropyl)-5-(12-hydroxydodecyl)thiophene
A
tridecan-1-ol
B
1-Tetradecanol
C
1-Hexadecanol
D
20-hydroxyeicosanoic acid
Conditions | Yield |
---|---|
With Raney nickel W-2 In ethanol for 2h; Heating; Further byproducts given; | A 3.5% B 6% C 12.6% D 65% |
2-(3-carboxypropyl)-5-(12-hydroxydodecyl)thiophene
A
tridecan-1-ol
B
1-Tetradecanol
C
tridecyl hexanoate
D
20-hydroxyeicosanoic acid
Conditions | Yield |
---|---|
With Raney nickel W-2 In ethanol for 2h; Heating; Further byproducts given; | A 3.5% B 6% C 0.5% D 65% |
2-(3-carboxypropyl)-5-(12-hydroxydodecyl)thiophene
A
tridecan-1-ol
B
1-Tetradecanol
C
tetradecyl hexanoate
D
20-hydroxyeicosanoic acid
Conditions | Yield |
---|---|
With Raney nickel W-2 In ethanol for 2h; Heating; Further byproducts given; | A 3.5% B 6% C 0.6% D 65% |
2-(3-carboxypropyl)-5-(12-hydroxydodecyl)thiophene
A
tridecan-1-ol
B
1-Tetradecanol
C
20-hydroxyeicosanoic acid
D
n-hexanoic acid 1-hexadecyl
Conditions | Yield |
---|---|
With Raney nickel W-2 In ethanol for 2h; Heating; Further byproducts given; | A 3.5% B 6% C 65% D 0.1% |
2-(3-carboxypropyl)-5-(12-hydroxydodecyl)thiophene
A
tridecan-1-ol
B
1-Tetradecanol
C
20-hydroxyeicosanoic acid
D
hexadecyl hexanoate
Conditions | Yield |
---|---|
With Raney nickel W-2 In ethanol for 2h; Heating; Further byproducts given; | A 3.5% B 6% C 65% D 0.25% |
2-(3-carboxypropyl)-5-(12-hydroxydodecyl)thiophene
A
tridecan-1-ol
B
1-Tetradecanol
C
20-hydroxyeicosanoic acid
D
tetradecyl heptanoate
Conditions | Yield |
---|---|
With Raney nickel W-2 In ethanol for 2h; Heating; Further byproducts given; | A 3.5% B 6% C 65% D 0.4% |
Conditions | Yield |
---|---|
With Au0998Ag0002; hydrogen; triethylamine at 90℃; under 6080.41 Torr; for 24h; chemoselective reaction; | 63% |
With acetic acid; zinc | |
With ethanol; sodium |
Conditions | Yield |
---|---|
With potassium fluoride; benzylnixantphos; iron(II) acetate In tetrahydrofuran at 0 - 40℃; for 44h; Negishi Coupling; Inert atmosphere; | 60% |
Conditions | Yield |
---|---|
With samarium diiodide; water; triethylamine In tetrahydrofuran at 20℃; for 2h; Inert atmosphere; | 55% |
Conditions | Yield |
---|---|
With potassium fluoride; benzylnixantphos; iron(II) acetate In tetrahydrofuran at 0 - 40℃; for 44h; Negishi Coupling; Inert atmosphere; | 38% |
Conditions | Yield |
---|---|
With triethyl borane; tri-n-butyl-tin hydride In hexane; benzene at 20℃; for 0.333333h; | A 18% B 30% |
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide; zirconocene dichloride; sodium bis(2-methoxyethoxy)aluminium dihydride 1.) THF, 72 h, 40 deg C, 2.) ClCH2CH2Cl, 1 h, room temp.; Yield given. Multistep reaction; | A 10% B n/a |
Conditions | Yield |
---|---|
With 3,6,9-trioxaundecane; diborane und anschliessend mit wss.Wasserstoffperoxid und wss.Natronlauge; |
(E)-5-tetradecenol
1-Tetradecanol
Conditions | Yield |
---|---|
Hydrogenation; |
Conditions | Yield |
---|---|
With sodium; butan-1-ol |
1. | skn-hmn 75 mg/3D-I MOD | 85DKA8 Cutaneous Toxicity Drill, V.A. andP. Lazar, eds.,New York, NY.: Academic Press,1977,127. |
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