Conditions | Yield |
---|---|
With hydrogenchloride In methanol; water at 36℃; for 3.5h; | 98.72% |
With hydrogenchloride In water for 1h; Reflux; | 30% |
O-benzyl-3-pentanone oxime
O-benzylhydoxylamine hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In methanol; water at 38℃; for 3.33333h; | 98.3% |
ethyl methyl ketone oxime
benzyl bromide
O-benzylhydoxylamine hydrochloride
Conditions | Yield |
---|---|
Stage #1: ethyl methyl ketone oxime; benzyl bromide With sodium ethanolate In ethanol at 40℃; for 1h; Stage #2: With dioctyltin dilaurate In ethanol at 40℃; for 6h; Stage #3: With hydrogenchloride In water Temperature; Reagent/catalyst; Solvent; | 97.4% |
N-(benzyloxy)phthalimide
O-benzylhydoxylamine hydrochloride
Conditions | Yield |
---|---|
With hydrazine | 93% |
Stage #1: N-(benzyloxy)phthalimide With methylhydrazine In dichloromethane at 0 - 20℃; for 2h; Stage #2: With hydrogenchloride In 1,4-dioxane at 0℃; | 70% |
With hydrazine In ethanol; water for 2h; hydrazinolysis; Heating; | 50.1% |
ethyl O-benzylacetohydroxamate
O-benzylhydoxylamine hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In water at 110℃; for 2.5h; | 83% |
Conditions | Yield |
---|---|
Stage #1: 1-(benzyloxy)-3,4-diphenyl-1H-pyrrole-2,5-dione With potassium hydroxide In ethanol; water at 102℃; for 0.0833333h; Microwave irradiation; Green chemistry; Stage #2: With hydrogenchloride In ethanol; water pH=4; Temperature; Green chemistry; | A n/a B 78% |
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol Heating; | 68% |
With hydrogenchloride In ethanol for 0.25h; Hydrolysis; Heating; |
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol; water at 65℃; | 62.4% |
With hydrogenchloride In ethanol; water at 65℃; | 62.4% |
fluoren-9-one-O-(phenylmethyl)oxime
O-benzylhydoxylamine hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride; water In acetic acid for 24h; Heating; | 60% |
O-benzyl-N,N’-di-tert-butoxycarbonylhydroxylamine
O-benzylhydoxylamine hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In 1,4-dioxane at 25℃; for 12h; Inert atmosphere; | 48% |
With hydrogenchloride In 1,4-dioxane; dichloromethane |
3-hydroxy-4-thiochromanone dimethylketal
A
O-benzylhydoxylamine hydrochloride
B
3-Hydroxy-thiochroman-4-one O-benzyl-oxime
Conditions | Yield |
---|---|
With pyridine; hydrogenchloride 1) EtOH, 23 deg C, 1 h, 2) 23 deg C, 16 h; Yield given. Multistep reaction. Yields of byproduct given; |
1-(benzyloxy)pyrrolidine-2,5-dione
O-benzylhydoxylamine hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: NaH / dimethylformamide 1.2: 96 percent / NaI / dimethylformamide / 22 h / 70 °C 2.1: 50.1 percent / hidrazine / ethanol; H2O / 2 h / Heating View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 94 percent / Na2CO3 / dimethylformamide; acetonitrile; H2O / 4 h 2: 93 percent / N2H4 View Scheme | |
Multi-step reaction with 2 steps 1: NaHCO3, tetrabutylammonium hydrogen sulfate / H2O; CH2Cl2 / 7 h / Heating 2: 1) aq. HCl, 2) gas. HCl / 1) acetic acid, reflux, 1.5 h, 2) 0-5 deg C; room temperature, 1 h View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1) KOH, 2) iodobenzenediacetate / 1) 0 deg C, 15 min, 2) 0 deg C to 23 deg C for 16 h 2: 1) 3N aq. HCl, 2) pyridine / 1) EtOH, 23 deg C, 1 h, 2) 23 deg C, 16 h View Scheme |
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol at 0 - 5℃; for 72h; | |
With hydrogenchloride In water at 0 - 20℃; for 1h; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium hydride / Green chemistry 2: hydrazine hydrate View Scheme | |
Multi-step reaction with 2 steps 1: sodium hydrogencarbonate; tetra(n-butyl)ammonium hydrogensulfate / water; dichloromethane / 40 °C 2: acetic acid; hydrogenchloride / water View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 2 h / 60 °C / Inert atmosphere 2.1: methylhydrazine / dichloromethane / 2 h / 0 - 20 °C 2.2: 0 °C View Scheme | |
Multi-step reaction with 2 steps 1: potassium carbonate / dimethyl sulfoxide / 24 h / 20 °C 2: acetic acid; hydrogenchloride / water / 1.5 h / Reflux View Scheme | |
Multi-step reaction with 2 steps 1.1: potassium carbonate / N,N-dimethyl-formamide / 6 h / 80 °C 2.1: hydrazine hydrate / dichloromethane; methanol / 1.5 h / 20 °C 2.2: 1 h / 20 °C View Scheme |
ethyl Bromopyruvate
O-benzylhydoxylamine hydrochloride
ethyl α-(benzyloximino)-β-bromopropanoate
Conditions | Yield |
---|---|
In methanol; chloroform for 16h; Ambient temperature; | 100% |
O-benzylhydoxylamine hydrochloride
benzoyl chloride
N-benzyloxy benzamide
Conditions | Yield |
---|---|
With potassium carbonate In water; ethyl acetate at 0 - 20℃; | 100% |
With pyridine In dichloromethane at 20℃; for 2h; | 96% |
With potassium carbonate In water; ethyl acetate at 0 - 20℃; for 7h; | 86% |
O-benzylhydoxylamine hydrochloride
chloroacetone
1-chloropropan-2-one O-benzyloxime
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In water at 20℃; for 5h; | 100% |
With sodium hydroxide In methanol 2.) room temp., 5 h; | 91% |
O-benzylhydoxylamine hydrochloride
Glyoxilic acid
2-[(phenylmethoxy)imino]-acetic acid
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In water at 20℃; for 2h; Inert atmosphere; | 100% |
With water In acetonitrile for 12h; Ambient temperature; | 97% |
With sodium acetate In methanol; water Ambient temperature; | 94% |
O-benzylhydoxylamine hydrochloride
Acetic acid 4,5,9,10-tetramethoxy-11-oxo-11H-benzo[b]fluoren-2-ylmethyl ester
Conditions | Yield |
---|---|
With sodium acetate In methanol; water | 100% |
Conditions | Yield |
---|---|
In pyridine at 20℃; for 3h; Condensation; | 100% |
2,3,5-tri-O-benzyl-D-arabinofuranose
O-benzylhydoxylamine hydrochloride
2,3,5-tri-O-benzyl-D-arabinose-O-benzyloxime
Conditions | Yield |
---|---|
With pyridine In methanol Condensation; ring cleavage; | 100% |
O-benzylhydoxylamine hydrochloride
4-methoxy-benzaldehyde
4-methoxybenzaldehyde O-(phenylmethyl)oxime
Conditions | Yield |
---|---|
With sulfuric acid In ethanol for 12h; Condensation; Heating; | 100% |
O-benzylhydoxylamine hydrochloride
[(3aR,5R,6S,6aR)-5-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-acetaldehyde
Conditions | Yield |
---|---|
100% |
O-benzylhydoxylamine hydrochloride
(1'R)-(-)-2,4-O-ethylidene-D-erythrose
(2R,4S,5R)-5-Hydroxy-2-methyl-[1,3]dioxane-4-carbaldehyde O-benzyl-oxime
Conditions | Yield |
---|---|
100% |
O-benzylhydoxylamine hydrochloride
2,4-O-benzylidene-D-threose
Conditions | Yield |
---|---|
100% |
O-benzylhydoxylamine hydrochloride
Conditions | Yield |
---|---|
Stage #1: (-)-6-tert-butoxycarbonyl-5,6,7,8-tetrahydropyrido[3,4-b]pyrazine-7-carboxylic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide for 1h; Stage #2: O-benzylhydoxylamine hydrochloride With triethylamine In N,N-dimethyl-formamide at 20℃; for 48h; | 100% |
O-benzylhydoxylamine hydrochloride
(1R,2R)-2-formylmethyl-1-(1-triphenylmethyl-1H-imidazol-4-yl)cyclopropane
Conditions | Yield |
---|---|
With 4 A molecular sieve In tetrahydrofuran at 20℃; for 5h; | 100% |
O-benzylhydoxylamine hydrochloride
(1S,2S)-2-formylmethyl-1-(1-triphenylmethyl-1H-imidazol-4-yl)cyclopropane
[2-(1-trityl-1H-imidazol-4-yl)-cyclopropyl]-acetaldehyde O-benzyl-oxime
Conditions | Yield |
---|---|
With 4 A molecular sieve In tetrahydrofuran at 20℃; for 5h; | 100% |
O-benzylhydoxylamine hydrochloride
(2-L-1,3/2,4)-1-acetamido-5-oxo-2,3,4-tri-O-benzyl-2,3,4-cyclohexanetriol
(2-L-1,3/2,4)-1-acetamido-5-(benzyloxy)imino-2,3,4-tri-O-benzyl-2,3,4-cyclohexanetriol
Conditions | Yield |
---|---|
With pyridine In methanol at 20℃; for 2h; | 100% |
O-benzylhydoxylamine hydrochloride
(1-formyl-cyclopentyl)(4-methoxy-phenylamino)-acetic acid ethyl ester
Conditions | Yield |
---|---|
With pyridine In methanol at 20℃; for 0.5h; | 100% |
Conditions | Yield |
---|---|
With trimethylaluminum In tetrahydrofuran; toluene | 100% |
Stage #1: O-benzylhydoxylamine hydrochloride With trimethylaluminum In tetrahydrofuran; toluene at 0 - 20℃; for 0.833333h; Stage #2: 3,4,5,6-tetrahydro-2H-pyran-2-one In tetrahydrofuran; toluene at 0℃; for 1.5h; | 50% |
O-benzylhydoxylamine hydrochloride
N-(N-pyruvoylanthraniloyl)-L-tryptophan, methyl ester
N-(N-pyruvoylanthraniloyl)-L-tryptophan, methyl ester, 2-(E)-(O-benzyloxime)
Conditions | Yield |
---|---|
With pyridine In methanol at 50℃; for 2h; | 100% |
O-benzylhydoxylamine hydrochloride
isovaleraldehyde
3-methylbutyraldehyde O-benzyl-oxime
Conditions | Yield |
---|---|
With pyridine at 80℃; for 2h; Inert atmosphere; | 100% |
With pyridine In ethanol at 20℃; for 4h; | 86% |
In pyridine at 80℃; for 2h; | |
With sodium acetate In methanol; water at 21 - 24℃; for 2h; |
Conditions | Yield |
---|---|
With water; sodium hydroxide In diethyl ether for 0.25h; | 100% |
With sodium hydroxide In diethyl ether; water at 20℃; for 0.5h; Inert atmosphere; | 97% |
With sodium hydroxide In water; ethyl acetate at 20℃; for 0.5h; | 97% |
pyridine-2-carbaldehyde
O-benzylhydoxylamine hydrochloride
(E)-picolinaldehyde O-benzyl oxime
Conditions | Yield |
---|---|
With pyridine In ethanol for 4h; Heating; | 100% |
With pyrrolidine In tetrahydrofuran at 20℃; for 3h; | 85% |
In methanol for 4h; Reflux; | 71% |
6-methyl-2-pyridinecarboxaldehyde
O-benzylhydoxylamine hydrochloride
(E)-6-methylpicolinaldehyde O-benzyl oxime
Conditions | Yield |
---|---|
With pyridine In ethanol for 4h; Heating; | 100% |
Tetrahydrothiopyran-4-one
O-benzylhydoxylamine hydrochloride
C12H15NOS
Conditions | Yield |
---|---|
With sodium acetate In methanol; water at 90℃; | 100% |
Conditions | Yield |
---|---|
Stage #1: O-benzylhydoxylamine hydrochloride With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; Stage #2: C33H35FN2O5Si In tetrahydrofuran at -78℃; for 0.5h; | 100% |
methyl glyoxylate methyl hemi-acetal
O-benzylhydoxylamine hydrochloride
methyl 2-(benzyloxyimino)acetate
Conditions | Yield |
---|---|
In methanol | 100% |
O-benzylhydoxylamine hydrochloride
CYTIDINE
N4-(O-(benzyloxy))cytidine
Conditions | Yield |
---|---|
With pyridine at 100℃; | 100% |
With pyridine at 80℃; for 12h; Inert atmosphere; | 56% |
With pyridine at 110℃; | |
With pyridine at 80℃; for 12h; |
1-(2-[(phenylseleno)methyl]phenyl)cyclopent-3-ene-1-carboxylic acid
O-benzylhydoxylamine hydrochloride
C26H25NO2Se
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0 - 20℃; for 22h; | 100% |
diethyl 1-(2-bromophenyl)-3-oxopropylphosphonate
O-benzylhydoxylamine hydrochloride
C20H27BrNO4P
Conditions | Yield |
---|---|
Stage #1: diethyl 1-(2-bromophenyl)-3-oxopropylphosphonate; O-benzylhydoxylamine hydrochloride In pyridine; ethanol at 20℃; for 4h; Stage #2: With sodium cyanoborohydride In methanol at 20℃; for 0.5h; Stage #3: With hydrogenchloride; sodium cyanoborohydride In methanol; water at 0 - 20℃; for 2h; | 100% |
diethyl 1-(2-(benzyloxymethyl)phenyl)-3-oxopropylphosphonate
O-benzylhydoxylamine hydrochloride
Conditions | Yield |
---|---|
Stage #1: diethyl 1-(2-(benzyloxymethyl)phenyl)-3-oxopropylphosphonate; O-benzylhydoxylamine hydrochloride In pyridine; ethanol at 20℃; Stage #2: With sodium cyanoborohydride In methanol at 20℃; for 0.5h; Stage #3: With hydrogenchloride; sodium cyanoborohydride In methanol; water at 0 - 20℃; for 2h; | 100% |
diethyl 1-(2-(2-(benzyloxy)ethyl)phenyl)-3-oxopropylphosphonate
O-benzylhydoxylamine hydrochloride
C29H38NO5P
Conditions | Yield |
---|---|
Stage #1: diethyl 1-(2-(2-(benzyloxy)ethyl)phenyl)-3-oxopropylphosphonate; O-benzylhydoxylamine hydrochloride In pyridine; ethanol at 20℃; Stage #2: With sodium cyanoborohydride In methanol at 20℃; for 0.5h; Stage #3: With hydrogenchloride; sodium cyanoborohydride In methanol; water at 0 - 20℃; for 2h; | 100% |
The O-benzylhydroxylamine hydrochloride , with the CAS register number 2687-43-6, has other names as o-benzyl-hydroxylaminhydrochloride;labotest-bb lt00233131;benzyloxyamine hydrochloride;benzyloxyamine hcl;benzyloxyamine;benzylhydroxylamine hydrochloride;timtec-bb sbb003971;o-benzylhydroxylammonium chloride .
Physical properties of this kind of chemical are as the followings: (1)ACD/BCF (pH 5.5): 7.62 ; (2)ACD/BCF (pH 7.4): 8.82 ; (3)ACD/KOC (pH 5.5): 142.82 ; (4)ACD/KOC (pH 7.4): 165.23 ; (5)#H bond acceptors: 2 ; (6)#H bond donors: 2 ; (7)#Freely Rotating Bonds: 3 ; (8)Polar Surface Area: 12.47 ; (9)Flash Point: 113.1 °C ; (10)Enthalpy of Vaporization: 47.44 kJ/mol ; (11)Boiling Point: 237.5 °C at 760 mmHg ; (12)Vapour Pressure: 0.0446 mmHg at 25°C .
It is a kind of white to light yellow crystal powde and it is hygroscopic. And being an irritant chemical to eyes, respiratory system and skin, it may cause inflammation to the skin or other mucous membranes and it may also cause damage to health. If by inhalation or if swallowed or in contact with skin, it will very harmful to our health.
As for all these harmful properties, you should be very careful while dealing with it. First, do not breathe dust and avoid contact with skin and eyes. Secondly, wear suitable protective clothing and if in case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, if you need more safety information, you could refer to the WGK Germany 3. As for its storage method, it should be kept in room temperature and be kept in container dry.
As for its products category, it is various, including the following: pharmaceutical intermediates;hydroxylamines;hydroxylamines (o-substituted);amines;aromatics. Beside, it is also a reagent used for the synthesis of hydroxylamines and hydroxyamates.
In addition, you could refer to the following datas to get the molecular structure:
SMILES:Cl.O(N)Cc1ccccc1
InChI:InChI=1/C7H9NO.ClH/c8-9-6-7-4-2-1-3-5-7;/h1-5H,6,8H2;1H
InChIKey:HYDZPXNVHXJHBG-UHFFFAOYAF
Below is the toxicity information of this chemical:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intraperitoneal | 250mg/kg (250mg/kg) | National Technical Information Service. Vol. AD691-490, |
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