Conditions | Yield |
---|---|
With magnesium(II) perchlorate; polymer-bound NADH (2a) In acetonitrile; benzene at 80℃; for 120h; Further byproducts given; | 100% |
With sodium tetrahydroborate In ethanol at 20℃; for 0.5h; Inert atmosphere; | 100% |
With sodium tetrahydroborate In ethanol at 0 - 20℃; | 99% |
2-<3-Nitro-benzyloxy>-tetrahydro-pyran
3-Nitrobenzyl alcohol
Conditions | Yield |
---|---|
With aluminium trichloride; 2-(3-nitrophenyl)-1,3-dioxolane; 1-benzyl-4-aza-1-azoniabicyclo[2.2.2]octane dichromate for 0.05h; | 100% |
With silica triflate In methanol for 0.133333h; Heating; | 95% |
With 1-benzyl-4-aza-1-azoniabicyclo[2.2.2]octane dichromate In dichloromethane for 0.0569444h; Irradiation; | 93% |
trimethyl(3-nitrobenzyloxy)silane
3-Nitrobenzyl alcohol
Conditions | Yield |
---|---|
With aluminium trichloride; 2-(3-nitrophenyl)-1,3-dioxolane; 1-benzyl-4-aza-1-azoniabicyclo[2.2.2]octane dichromate for 0.05h; | 100% |
With bismuth(lll) trifluoromethanesulfonate In methanol at 20℃; for 0.0666667h; | 97% |
With Oxone In methanol for 0.4h; Heating; | 96% |
3-Nitrobenzyl alcohol
Conditions | Yield |
---|---|
With water | 100% |
Conditions | Yield |
---|---|
With N-methylpyrrolidine zinc borohydride In tetrahydrofuran at 20℃; for 0.666667h; | 98% |
With (1,4-diazabicyclo{2.2.2}-octane)zinc(II) tetrahydoborate In tetrahydrofuran for 0.08h; Ambient temperature; | 90% |
3-nitro-1-[(ethoxymethoxy)methyl]benzene
3-Nitrobenzyl alcohol
Conditions | Yield |
---|---|
phosphotungstic acid In ethanol for 2h; Heating; | 97% |
tert-butyl-dimethyl-(3-nitro-benzyloxy)-silane
3-Nitrobenzyl alcohol
Conditions | Yield |
---|---|
With Decaborane In methanol at 20℃; for 5h; | 93% |
Conditions | Yield |
---|---|
With C62H74Cl2N4Pd2S2; caesium carbonate In tetrahydrofuran; water at 50℃; for 2h; Inert atmosphere; Sealed tube; | 93% |
With di-μ-chloro-bis{2-[3-(2,6-diisopropylphenyl)imidazolin-2-ylidene]-(3-phenylthio)phenyl-κ2C,C’}dipalladium(II) In tetrahydrofuran; water at 70℃; for 2h; Inert atmosphere; Sealed tube; Alkaline conditions; | 91% |
With bis(η3-allyl-μ-chloropalladium(II)); 1-(2-bromophenyl)-3-(2,6-diisopropylphenyl)-4,5-dihydroimidazolinium chloride In tetrahydrofuran; water at 100℃; for 2h; Inert atmosphere; Sealed tube; | 73% |
Conditions | Yield |
---|---|
Stage #1: 3-nitro-benzaldehyde With potassium hydroxide In water at 20℃; Cannizzaro reaction; Stage #2: With hydrogenchloride In water | A 92% B 80% |
With potassium hydroxide at 20℃; for 0.166667h; solvent-free Cannizzaro reaction; | A 33% B 53% |
With N,N,N',N'-tetramethylguanidine In water at 100℃; for 10h; Cannizzaro reaction; | A 42% B 43% |
Conditions | Yield |
---|---|
With sodium tetrahydroborate; ethanol; cerium(III) chloride heptahydrate at 20℃; for 24h; chemospecific reaction; | 91% |
With sodium tetrahydroborate; zinc phthalocyanine In PEG-400 at 100℃; for 10h; | 90% |
With sodium tetrahydroborate In 1,4-dioxane; water for 2h; Ambient temperature; | 80% |
Conditions | Yield |
---|---|
With zinc(II) tetrahydroborate In tetrahydrofuran for 4h; Heating; | 90% |
Stage #1: 3-nitrobenzoic acid With 1,3,5-trichloro-2,4,6-triazine; potassium carbonate; triphenylphosphine In neat (no solvent) for 0.0833333h; Green chemistry; Stage #2: With sodium tetrahydroborate In neat (no solvent) for 0.0833333h; Green chemistry; | 71% |
Stage #1: 3-nitrobenzoic acid With sodium aminodiboranate In tetrahydrofuran at 20℃; Stage #2: With water | 70% |
3-nitrobenzyl acetate
3-Nitrobenzyl alcohol
Conditions | Yield |
---|---|
With cucumber juice at 30 - 35℃; for 6h; Inert atmosphere; Green chemistry; | 90% |
Conditions | Yield |
---|---|
With methanol; sodium tetrahydroborate In tetrahydrofuran for 1h; Ambient temperature; | A 82% B 84% |
1-((methoxymethoxy)methyl)-3-nitrobenzene
3-Nitrobenzyl alcohol
Conditions | Yield |
---|---|
phosphotungstic acid In ethanol for 2h; Heating; | 82% |
3-Nitrobenzyl alcohol
Conditions | Yield |
---|---|
With sodium hydroxide In water Schlenk technique; Inert atmosphere; | 68% |
With sodium hydroxide In water |
ethanol
3-nitro-benzaldehyde
A
ethyl 3-nitrobenzoate
B
3-Nitrobenzyl alcohol
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; benzyl chloride at 90℃; for 0.5h; Microwave irradiation; | A 67% B 17% |
Conditions | Yield |
---|---|
With C24H20ClN2OPRu; potassium tert-butylate; hydrogen In tetrahydrofuran at 110℃; under 10640.7 Torr; for 36h; Inert atmosphere; Schlenk technique; | 66% |
[3-(hydroxymethyl)phenyl]boronic acid
3-Nitrobenzyl alcohol
Conditions | Yield |
---|---|
With copper(I) oxide; ammonium hydroxide; oxygen; sodium nitrite In water at 25℃; for 36h; | 50% |
(3-nitrophenyl)diazomethane
A
3-Nitrobenzyl alcohol
B
di(3-nitrobenzyl) ether
C
1-(fluoromethyl)-3-nitrobenzene
Conditions | Yield |
---|---|
With tetrafluoroboric acid In dichloromethane for 0.166667h; | A 24% B 6% C 49% |
3,3-dimethyl-2-butanone lithium enolate
3-nitro-benzaldehyde
A
3-Nitrobenzyl alcohol
B
(E)-4,4-dimethyl-1-(3-nitrophenyl)pent-1-en-3-one
D
3-nitrobenzoic acid
Conditions | Yield |
---|---|
In neat (no solvent, solid phase) at 20℃; for 0.5h; | A n/a B 6% C 16% D n/a |
Br(1-)*C9H21N2O(1+)
3-nitro-benzaldehyde
A
3-Nitrobenzyl alcohol
trans-N,N-diethyl-3-(3-nitrophenyl)oxirane-2-carboxamide
C
3-nitrobenzoic acid
Conditions | Yield |
---|---|
Stage #1: Br(1-)*C9H21N2O(1+) With sodium hydroxide In dichloromethane; water at 0℃; for 0.0833333h; Inert atmosphere; Stage #2: 3-nitro-benzaldehyde In dichloromethane; water at 0 - 25℃; for 24h; Inert atmosphere; diastereoselective reaction; | A n/a B 12% C n/a |
methanol
tetrachloromethane
3-nitro-benzaldehyde
A
3-Nitrobenzyl alcohol
B
3-nitrobenzoic acid
Conditions | Yield |
---|---|
Disproportionierung; |
Conditions | Yield |
---|---|
With potassium hydroxide |
3-nitro-benzaldehyde
benzaldehyde
A
3-Nitrobenzyl alcohol
B
3-nitrobenzoic acid
3-nitro-benzaldehyde
aluminum tri-sec-butoxide
iso-butanol
3-Nitrobenzyl alcohol
Conditions | Yield |
---|---|
With 2-nitropropane; tetra(n-butyl)ammonium hydroxide In dichloromethane |
2-Methyl-benzoic acid 3-nitro-benzyl ester
A
ortho-methylbenzoic acid
B
3-Nitrobenzyl alcohol
Conditions | Yield |
---|---|
With water in alkaline medium In acetone Rate constant; Ambient temperature; |
Conditions | Yield |
---|---|
In hexane; chloroform Rate constant; Ambient temperature; antibody IgG 27H9 as catalyst; 15percent Bicine buffer (pH = 9.0); |
Conditions | Yield |
---|---|
With C37H23Cl2N7Pd2(2+)*2F6P(1-); hydrogen; sodium cyanoborohydride In methanol at 50℃; under 760.051 Torr; for 6h; | 100% |
With hydrazine hydrate In water at 110℃; Sealed tube; Green chemistry; | 99% |
With hydrogen In 2-methyltetrahydrofuran; water at 40℃; under 15001.5 Torr; for 24h; chemoselective reaction; | 98% |
Conditions | Yield |
---|---|
With 1,3,5-trichloro-2,4,6-triazine; dimethyl sulfoxide at 20℃; for 0.25h; chemoselective reaction; | 100% |
With oxalyl dichloride In dichloromethane at 20℃; Appel Halogenation; Reflux; | 93% |
With dimethyl sulfoxide; N-phenyl-benzimidoyl chloride In chloroform at 20℃; for 24h; Temperature; Time; | 87% |
Conditions | Yield |
---|---|
With peracetic acid; C23H27INO5 In acetic acid at 30℃; for 48h; | 100% |
With tetra-N-butylammonium tribromide In acetonitrile at 20℃; for 24h; Irradiation; | 98% |
With sodium hypochlorite; water at 25℃; for 0.583333h; | 97% |
Conditions | Yield |
---|---|
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran Ambient temperature; | 100% |
3-Nitrobenzyl alcohol
1-azidomethyl-3-nitrobenzene
Conditions | Yield |
---|---|
With 2-azido-1,3-dimethyl-4,5-dihydro-1H-imidazol-3-ium hexafluorophosphate (V); 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 20℃; for 1h; | 100% |
Stage #1: 3-Nitrobenzyl alcohol With 1H-imidazole; iodine; triphenylphosphine at 20℃; for 0.166667h; Stage #2: With sodium azide In dimethyl sulfoxide at 20℃; for 0.5h; chemoselective reaction; | 82% |
Multi-step reaction with 2 steps 1: phosphorus tribromide / diethyl ether / 0.5 h / 0 °C 2: sodium azide / dimethyl sulfoxide / 12 h / 20 °C View Scheme |
Conditions | Yield |
---|---|
With Montmorillonite K10; ferric nitrate In hexane at 60℃; for 3h; | 99% |
With tert.-butylhydroperoxide; V/SiO2 In decane; tert-butyl alcohol at 25℃; for 3h; | 99.8% |
With 4-methyl-morpholine; chromium(VI) oxide; hydrogenchloride In diethyl ether; chloroform at 65℃; for 0.0833333h; microwave irradiation; | 99% |
Conditions | Yield |
---|---|
With trimethylsilyl bromide In neat (no solvent) at 20℃; for 24h; Green chemistry; chemoselective reaction; | 99% |
With 1H-imidazole; iodine In dichloromethane at 20℃; for 0.25h; | 98% |
With Oxalyl bromide In dichloromethane at 20℃; Appel Halogenation; Reflux; | 91% |
Conditions | Yield |
---|---|
Stage #1: 3-Nitrobenzyl alcohol With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tert-butylhypochlorite In dichloromethane at 20℃; for 1h; Inert atmosphere; Stage #2: With ammonia; iodine In dichloromethane; water at 20℃; for 2h; Inert atmosphere; | 99% |
With ammonium hydroxide; iodine at 60℃; for 3h; | 92% |
With ammonium hydroxide; iodine at 60℃; for 3h; | 92% |
Conditions | Yield |
---|---|
With [bis(acetoxy)iodo]benzene; triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; for 16h; Mitsunobu reaction; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With bismuth(lll) trifluoromethanesulfonate In acetonitrile at 20℃; for 0.0833333h; | 98% |
K5 In acetonitrile at 20℃; for 0.25h; | 98% |
With decamolybdodivanadogermanic acid nanoparticles at 24.84℃; for 0.0916667h; Neat (no solvent); | 94% |
Conditions | Yield |
---|---|
With bismuth(III) chloride for 1.16667h; Heating; | 98% |
With K5 for 0.75h; Heating; | 96% |
With zirconium hydrogen sulfate In hexane at 20℃; for 1.4h; | 95% |
Conditions | Yield |
---|---|
With sodium carbonate; palladium; silver(l) oxide at 80℃; for 48h; Molecular sieve; | 98% |
Stage #1: 3-Nitrobenzyl alcohol In toluene at 80℃; for 2h; Sonication; Stage #2: methanol With Oxone In toluene for 1.5h; Sonication; | 90% |
With dibromamine-T; potassium carbonate In acetonitrile at 20℃; for 0.5h; Reagent/catalyst; Solvent; | 88% |
3-Nitrobenzyl alcohol
1,1,1,3,3,3-hexamethyl-disilazane
trimethyl(3-nitrobenzyloxy)silane
Conditions | Yield |
---|---|
With P2O5/silica gel In dichloromethane at 20℃; for 0.166667h; | 98% |
With Nafion SAC-13 at 20℃; for 0.0833333h; | 97% |
With potassium bromide In acetonitrile at 20℃; for 0.3h; | 95% |
3-Nitrobenzyl alcohol
ammonium m-nitrobenzyl H-phosphonate
Conditions | Yield |
---|---|
With pyridine; diphenyl phosphite for 1h; | 98% |
Conditions | Yield |
---|---|
With ammonium cerium (IV) nitrate; 1,2-dimethyl-3-[4-(1,2-dimethyl-1H-imidazol-3-ium-3-yl)butyl]-1H-imidazol-3-ium dibromide In neat (no solvent) at 20℃; for 0.333333h; Green chemistry; | 98% |
3-Nitrobenzyl alcohol
benzoic acid anhydride
Benzoeseure-(3-nitrobenzylester)
Conditions | Yield |
---|---|
With bismuth(lll) trifluoromethanesulfonate In acetonitrile for 0.416667h; Heating; | 97% |
3-Nitrobenzyl alcohol
ammonium thiocyanate
3-nitrobenzyl thiocyanate
Conditions | Yield |
---|---|
With fluorosulfonyl fluoride; sodium carbonate In ethyl acetate at 20℃; for 5h; | 97% |
With fluorosulfonyl fluoride; sodium carbonate In tetrahydrofuran at 20℃; for 5h; | 93% |
3-Nitrobenzyl alcohol
2-amino-benzenethiol
2-(3-nitrophenyl)benzothiazole
Conditions | Yield |
---|---|
With tetrabutyl phosphonium bromide In water at 80℃; for 2h; Catalytic behavior; | 97% |
3-Nitrobenzyl alcohol
lithium hexamethyldisilazane
trimethyl(3-nitrobenzyloxy)silane
Conditions | Yield |
---|---|
With N-chlorosaccharin In neat (no solvent) at 20℃; for 0.0166667h; | 96% |
3,4-dihydro-2H-pyran
3-Nitrobenzyl alcohol
2-<3-Nitro-benzyloxy>-tetrahydro-pyran
Conditions | Yield |
---|---|
With titanium(IV) salophen trifluoromethanesulfonate In dichloromethane at 20℃; for 0.0166667h; chemoselective reaction; | 95% |
With silica triflate In hexane at 20℃; for 0.1h; | 90% |
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione In hexane at 20℃; for 0.366667h; | 85% |
With pyridine hydrochloride at 20℃; for 0.0666667h; Neat (no solvent); | 75% |
Conditions | Yield |
---|---|
With bismuth(lll) trifluoromethanesulfonate for 1h; Heating; | 95% |
With K5 for 0.75h; Heating; | 94% |
3-Nitrobenzyl alcohol
(3'-nitrobenzyl)-3-nitrobenzoate
Conditions | Yield |
---|---|
With iodine; potassium carbonate In tert-butyl alcohol at 20℃; for 16h; | 95% |
With iodine; potassium carbonate In tert-butyl alcohol at 50℃; for 9h; | 61% |
3-Nitrobenzyl alcohol
tert-butyldimethylsilyl chloride
tert-butyl-dimethyl-(3-nitro-benzyloxy)-silane
Conditions | Yield |
---|---|
With ferric hydrogen sulphate; triethylamine at 20℃; for 5h; Inert atmosphere; chemoselective reaction; | 95% |
With 1H-imidazole In dichloromethane at 0 - 20℃; for 2h; | 90% |
With 1H-imidazole In dichloromethane at 0 - 20℃; for 3h; | 87% |
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