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1-Hexadecanol
n-hexadecylaldehyde
Conditions | Yield |
---|---|
With 4-acetylamino-2,2,6,6-tetramethylpiperidine-N-oxyl; toluene-4-sulfonic acid In dichloromethane 1) 0 deg C, 1 h, 2) r.t., 2.5 h; | 100% |
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In ethyl acetate at 60℃; | 99% |
With pyridine; 1-chloro-1λ3-benzo[d][1,2]iodaoxol-3(1H)-one; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In ethyl acetate at 20℃; for 1.5h; | 98% |
Conditions | Yield |
---|---|
With tri-n-butyl-tin hydride; tetrakis(triphenylphosphine) palladium(0) In benzene for 0.166667h; Ambient temperature; | 97% |
With ammonium hydroxide; formic acid In diethyl ether; chloroform for 0.333333h; Ambient temperature; | 95% |
With Amberlyst A-26 in the BH4(1-) form in column at 4-5 ml In hexane | 91.04% |
Conditions | Yield |
---|---|
With sodium hydrogencarbonate; dimethyl sulfoxide; sodium iodide at 115℃; for 2.25h; | 96% |
Multi-step reaction with 3 steps 1: 1.) NaH / 1.) 1,2-dimethoxyethane, 15 min; 2.) dimethoxyethane, 5 h, reflux 2: 74 percent / permaleic acid 3: 1.) trifluoroacetic anhydride; 2.) K2CO3 / 1.) 10 min, r.t.; 2.) 40percent CH3CN/H2O, 10 min, View Scheme |
Conditions | Yield |
---|---|
With ammonium cerium(IV) nitrate; HZSM-5 zeolite In water for 0.166667h; microwave irradiation; | 93% |
With chromium(VI) oxide; HZSM-5 zeolite for 0.03h; microwave irradiation; | 83% |
Conditions | Yield |
---|---|
With ThxBHO-s-Bu In tetrahydrofuran at 25℃; for 96h; | 87% |
Stage #1: 1-hexadecylcarboxylic acid With N,O-dimethylhydroxylamine*hydrochloride; N-ethyl-N,N-diisopropylamine; (bis-(2-methoxyethyl)amino)sulfur trufluoride In tetrahydrofuran; dichloromethane at 20℃; for 0.25h; Stage #2: With diisobutylaluminium hydride In tetrahydrofuran; hexane; dichloromethane at -78℃; for 1h; | 83% |
With Bis(N-methylpiperazinyl) aluminum hydride In tetrahydrofuran for 8h; Heating; | 79% |
Conditions | Yield |
---|---|
Stage #1: 1-octadecanol With oxalyl dichloride; dimethyl sulfoxide In dichloromethane at -10℃; for 0.0833333h; Swern Oxidation; Inert atmosphere; Stage #2: In dichloromethane at -10℃; for 0.25h; Swern Oxidation; Inert atmosphere; | 87% |
Conditions | Yield |
---|---|
With hydrogenchloride; diethyl ether; tin(ll) chloride und beim Verseifen des Reaktionsprodukts mit warmem Wasser; |
2-hydroxyheptadecanoic acid
n-hexadecylaldehyde
Conditions | Yield |
---|---|
at 275 - 280℃; |
Conditions | Yield |
---|---|
at 270℃; | |
at 270℃; Erhitzung; |
Conditions | Yield |
---|---|
With tetrahydrofuran; lithium aluminium tetrahydride |
(E)-3-Ureido-but-2-enoic acid ethyl ester
n-hexadecylaldehyde
Conditions | Yield |
---|---|
bei der Destillation; |
Conditions | Yield |
---|---|
With trimethylamine-N-oxide In chloroform | |
Multi-step reaction with 2 steps 1: 71 percent / AgNO2 / diethyl ether / 0 deg C, 15 h, next room temperature, 8 h 2: 1.) NaH, tert-butyl alcohol, 2.) KMnO4, H3BO3 / 1.) pentane, 20 min, 2.) ethyl acetate, water, 10 min View Scheme |
Conditions | Yield |
---|---|
With lithium dihydrido-bis(2-methoxyethoxo)aluminate In diethyl ether; toluene |
1-hexadecanoyl-3,5-dimethyl-1H-pyrazole
n-hexadecylaldehyde
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In diethyl ether Ambient temperature; |
Conditions | Yield |
---|---|
With borane N,N-diethylaniline complex; dihydrogen peroxide; sodium acetate; benzo[1,3,2]dioxaborole 1.) benzene, 25 deg C, 24 h; Yield given. Multistep reaction; | |
With borane N,N-diethylaniline complex; dihydrogen peroxide; sodium acetate; benzo[1,3,2]dioxaborole Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With lead(IV) acetate; manganese(II) acetate In benzene Heating; | A 86 % Chromat. B 7 % Chromat. |
Conditions | Yield |
---|---|
With dimethylsulfide borane complex; pyridinium chlorochromate 1) THF, reflux, 1 h, 2.) CH2Cl2, reflux, 1 h; Yield given. Multistep reaction; |
1-nitro-hexadecane
n-hexadecylaldehyde
Conditions | Yield |
---|---|
With potassium permanganate; boric acid; sodium hydride; tert-butyl alcohol 1.) pentane, 20 min, 2.) ethyl acetate, water, 10 min; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With dimethylsulfide borane complex; pyridinium chlorochromate 1) THF, reflux, 1 h, 2.) CH2Cl2, reflux, 1 h; Yield given. Multistep reaction; |
1-Phenyl-heptadecan-2-ol
n-hexadecylaldehyde
Conditions | Yield |
---|---|
With lead(IV) acetate; iodine In benzene Heating; Yield given; | |
With lead(IV) acetate; iodine In benzene for 6h; Heating; Yield given; |
2-hexadecylsulfinyl-3,6-diisopropylpyrazine
n-hexadecylaldehyde
Conditions | Yield |
---|---|
With potassium carbonate; trifluoroacetic anhydride 1.) 10 min, r.t.; 2.) 40percent CH3CN/H2O, 10 min,; Yield given. Multistep reaction; |
n-hexadecylaldehyde
methyl (triphenylphosphoranylidene)acetate
methyl trans-2-octadecenoate
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 17h; Inert atmosphere; | 100% |
Wittig reaction; |
n-hexadecylaldehyde
(tert-Butoxycarbonylmethylene)triphenylphosphorane
Conditions | Yield |
---|---|
In dichloromethane at 25℃; for 12h; Wittig Rearrangement; | 99% |
In dichloromethane at 20℃; for 12h; Wittig Olefination; | 98.8% |
n-hexadecylaldehyde
1-Hexadecanol
Conditions | Yield |
---|---|
With chloro-trimethyl-silane; nickel boride In diethylene glycol dimethyl ether; N,N-dimethyl-formamide for 1h; Ambient temperature; | 98% |
With magnesium; tin(ll) chloride In tetrahydrofuran for 0.25h; | 98% |
With sodium tetrahydroborate; nickel dichloride In tetrahydrofuran at 20℃; for 0.166667h; | 92% |
With water; nickel dichloride; zinc In N,N-dimethyl-formamide for 5h; Ambient temperature; | 65% |
With acetic acid; zinc und nachfolgender Verseifung des erhaltenen Cetylacetats mittels alkoholischer Kalilauge; |
diazoacetic acid ethyl ester
n-hexadecylaldehyde
3,3',5,5'-tetramethyl-4,4'-dimethoxy benzhydrylamine
ethyl (2S,3S)-1-(bis(4-methoxy-3,5-dimethylphenyl)methyl)-3-pentadecylaziridine-2-carboxylate
Conditions | Yield |
---|---|
Stage #1: 3,3',5,5'-tetramethyl-4,4'-dimethoxy benzhydrylamine With triphenylborane In toluene at 80℃; for 0.5h; Inert atmosphere; Sealed tube; Schlenk technique; Stage #2: diazoacetic acid ethyl ester; n-hexadecylaldehyde In toluene Inert atmosphere; Sealed tube; Schlenk technique; Molecular sieve; stereoselective reaction; | 97% |
Stage #1: 3,3',5,5'-tetramethyl-4,4'-dimethoxy benzhydrylamine With triphenylborane; (R)-t-Bu2VANOL In toluene at 80℃; for 0.5h; Inert atmosphere; Schlenk technique; Stage #2: diazoacetic acid ethyl ester; n-hexadecylaldehyde In toluene at -10℃; for 24h; Molecular sieve; Inert atmosphere; Schlenk technique; enantioselective reaction; | 96.7% |
Stage #1: 3,3',5,5'-tetramethyl-4,4'-dimethoxy benzhydrylamine With triphenylborane; (2S)-(-)-3,3'-diphenyl-(2,2'-binaphthalene)-1,1'-diol In toluene at 80℃; for 0.5h; Inert atmosphere; Stage #2: diazoacetic acid ethyl ester; n-hexadecylaldehyde In toluene at -10℃; for 24h; Reagent/catalyst; Temperature; Inert atmosphere; Molecular sieve; stereoselective reaction; | 60% |
3-bromo-3,3-difluropropene
n-hexadecylaldehyde
3,3-difluorononadec-1-en-4-ol
Conditions | Yield |
---|---|
With indium In tetrahydrofuran; water at 20 - 60℃; Inert atmosphere; | 93% |
Conditions | Yield |
---|---|
With phosphotungstic acid; oxygen at 80℃; for 2h; Green chemistry; chemoselective reaction; | 93% |
n-hexadecylaldehyde
triphenylarsonium salt of bromoacetaldehyde
(E)-octadec-2-enal
Conditions | Yield |
---|---|
With potassium carbonate In tetrahydrofuran; diethyl ether; water at 25℃; for 17.5h; | 90% |
n-hexadecylaldehyde
(3R,5R)-(+)-2,6-dimethyl-3,5-heptanediol
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In benzene for 3h; Heating; | 90% |
Conditions | Yield |
---|---|
With 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; triethylamine In ethanol at 80℃; for 3h; Inert atmosphere; | 89% |
With triethylamine; 4,5-dimethylthiazole bound on chloromethylated polystyrene copolymer In ethanol; chloroform for 96h; Ambient temperature; | 53% |
With triethylamine In ethanol at 80℃; for 96h; | 51% |
With 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride In ethanol for 3h; Inert atmosphere; Reflux; |
n-hexadecylaldehyde
(S)-nonadec-1-en-4-ol
Conditions | Yield |
---|---|
In diethyl ether at -78℃; for 4h; | 89% |
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