1-(4-Nitrophenyl)piperidine
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1-(4-Nitrophenyl)piperidine
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CAS No:
6574-15-8
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Formula:
C11H14N2O2
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Chemical Name:
1-(4-Nitrophenyl)piperidine
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Synonyms:
Piperidine,1-(4-nitrophenyl)-;Piperidine,1-(p-nitrophenyl)-;1-(4-Nitrophenyl)piperidine;N-(p-Nitrophenyl)piperidine;p-(1-Piperidinyl)nitrobenzene;p-Nitropiperidinobenzene;4-Piperidinonitrobenzene;N-(4-Nitrophenyl)piperidine;1-(p-Nitrophenyl)piperidine;NSC 15441
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CAS No:
1-(4-Nitrophenyl)piperidine Basic Attributes
206.245
206.24
229-492-7
FRZ5EYH8V6
15441
DTXSID70215942
2933399090
Safety Information
R36/37/38
S22-S36
Xi:Irritant;
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
H315
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 4 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
1-(4-Nitrophenyl)piperidine Use and Manufacturing
General procedure: A mixture of 1-iodo-4-nitro-benzene (1 mmol, 249 mg), pyrrolidine (2 mmol, 142 mg), Pd-MCM-48 (30 mg) and NaOAc (2 mmol, 164 mg) was heated at 130 °C in DMF (5 mL) for 12 h till completion of reaction (TLC). The reaction mixture was cooled to room temperature and catalyst was separated by filtration. The filtrate was extracted with ethyl acetate (20 mL), washed with water (5.x.1 mL), dried over Na4-Fluoronitrobenzene (323 mg, 2.3 mmol) was dissolved in DMSO (5 ml), potassium carbonate (475 mg, 3.5 mmol) and piperidine (460 μl, 4.6 mmol) were added, and the mixture was stirred at 90° C. for 9 hr. In a 250mL round-bottom flask equipped with a stirring bar, a mixture of 12.8g (0.15mol) of piperidine, 21.2g (0.15mol) of 4-fluoronitrobenzene, and 20.7g (0.15mol) of potassium carbonate (KSynthesis of 1-(4-Nitro-phenyl)-piperidine General procedure: A mixture of 2-fluorobenzamide (1a, 69.5 mg, 0.5 mmol), MeOH (ca. 32.0 mg, 1.0 mmol), KOH (56.0 mg, 1.0 mmol) and DMSO (2.0 mL) in a 25 mL screw-capped thick-walled Pyrex tube was stirred at room temperature for 16 h, and then water (10 mL) was added to the reaction mixture with stirring, and the mixture was extracted with ethyl acetate three times (3 * 10 mL). The combined organic phases were dried over NaStep Reaction: 15.0g equipped with a mechanical stirring was added a 500mL three-necked flask (176mmol)Piperidine, 24.9g (176mmol) of fluoro nitrobenzene, 24.5g (176mmol) of potassium carbonate was added 250mLOf N, N- dimethylformamide as the solvent, with stirring, under nitrogen, the reaction at 110 5H, coldAfter cooling, ice water discharge, the crude product was washed with water three times, dried, and recrystallized from ethanol to give yellowPiperidin-4-nitrophenyl powder 16.7g, 46percent yield;General procedure: In a conical flask (10 mL) a mixture of aryl halide (1 mmol), amine (3 mmol), K2CO3 (2 mmol), and Pd-PFMN catalyst (0.06 g, 1.2 molpercent) was stirred for 24 h. Afterward, themixture was cooled down to room temperature and the catalystwas magnetically separated from the reaction mixtureand washed with diethyl ether (2 × 10 mL) followed bydeionized and oxygen-free water (2 × 10 mL). The reusedcatalyst was dried for the next run. The aqueous phase wasextracted with diethyl ether (2 × 10 mL) and the combinedorganic phases were dried over Na2SO4. The products werepurified by column chromatography (hexane/ethyl acetate)to obtain the desired purity.General procedure: A mixture of 4-nitrochlorobenzene (100 mg, 0.63 mmol), piperidine (63.86 mg, 0.75 mmol) and SS-Pd (284.5 mg, 0.01 mmol of Pd) in DMF was placed in round bottom flask. The reaction mixture was then heated at 80General procedure: To a solution of amine (1.2 mmol) dissolved in 20percent DES, aryl halide (1 mmol) was added at room temperature andstirred for appropriate time. The progress of the reactionwas monitored by TLC. After completion of the reactioncold water was added to the reaction mixture. The precipitatedsolid was filtered off, and recrystallized using ethanol.General procedure: An oven-dried Schlenk tube was charged with the aryl halide (2 mmol) and amine (2.5 mmol), FeOA–Pd (0.05 g, 0.04 mmol, 1.5 molpercent), base (3 mmol), solvent (5 mL) and additive. The resulting mixture was stirred for the appropriate time and temperature. After reaction completion the reaction mixture was then cooled to room temperature and the catalyst separated using a magnet, taken up in EtGeneral procedure: 1-Chloro-4-nitrobenzene (500 mg, 3.17 mmol) and KA suspension of 1.01 g (5 mmol) 1-bromo-4-nitrobenzene, 1.5 g KGeneral procedure: A mixture of 1-iodo-4-nitro-benzene (1 mmol, 249 mg), pyrrolidine (2 mmol, 142 mg), Pd-MCM-48 (30 mg) and NaOAc (2 mmol, 164 mg) was heated at 130 °C in DMF (5 mL) for 12 h till completion of reaction (TLC). The reaction mixture was cooled to room temperature and catalyst was separated by filtration. The filtrate was extracted with ethyl acetate (20 mL), washed with water (5.x.1 mL), dried over NaGeneral procedure: An oven-dried Schlenk tube was charged with the aryl halide (2 mmol) and amine (2.5 mmol), FeOA–Pd (0.05 g, 0.04 mmol, 1.5 molpercent), base (3 mmol), solvent (5 mL) and additive. The resulting mixture was stirred for the appropriate time and temperature. After reaction completion the reaction mixture was then cooled to room temperature and the catalyst separated using a magnet, taken up in Et
Computed Properties
Molecular Weight:206.24
XLogP3:3.3
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:206.105527694
Monoisotopic Mass:206.105527694
Topological Polar Surface Area:49.1
Heavy Atom Count:15
Complexity:213
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
- Hot Searches
- sulfuryl fluoride
- celite
- oleate
- acetone formula
- naoh sds
- capric acid