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| CAS No.: | 22065-85-6 |
|---|---|
| Name: | N-Benzylpiperidine-4-carboxaldehyde |
| Molecular Structure: | |
|
|
|
| Formula: | C13H17NO |
| Molecular Weight: | 203.284 |
| Synonyms: | Isonipecotaldehyde,1-benzyl- (8CI);1-Benzyl-4-formylpiperidine;1-Benzyl-4-piperidinecarboxaldehyde;4-Formyl-1-(phenylmethyl)piperidine;4-Formyl-1-benzylpiperidine;N-(Phenylmethyl)piperidine-4-carboxaldehyde;N-Benzyl-4-formylpiperidine;N-Benzyl-4-piperidinecarbaldehyde; |
| EINECS: | 244-757-7 |
| Density: | 1.114 g/cm3 |
| Melting Point: | 315 |
| Boiling Point: | 299.5 °C at 760 mmHg |
| Flash Point: | 104.3 °C |
| Appearance: | colorless oil |
| Hazard Symbols: |
 T
|
| Risk Codes: | 25-41 |
| Safety: | 26-28-36/37/39 |
| Transport Information: | UN 2810 6.1/PG 3 |
| PSA: | 20.31000 |
| LogP: | 2.03540 |
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- 68439-39-4Poly(oxy-1,2-ethanediyl), alpha-(2-ethylhexyl)-omega-hydroxy-,
- 62718-31-4
1-benzylpiperidine-4-carbonitrile
- 22065-85-6
1-benzyl-4-formylpiperidine
| Conditions | Yield |
|---|---|
| Stage #1: 1-benzylpiperidine-4-carbonitrile With diisobutylaluminium hydride In toluene at 0℃; for 1h; Stage #2: With water; sodium hydroxide In methanol; toluene for 0.5h; pH=8; Temperature; | 97.5% |
- 10315-06-7
1-benzyl-4-piperidinecarboxylic acid methyl ester
- 22065-85-6
1-benzyl-4-formylpiperidine
| Conditions | Yield |
|---|---|
| With red-aluminum/morpholine complex In toluene at -5 - 0℃; for 0.5h; Reagent/catalyst; Solvent; Inert atmosphere; Large scale; | 96.5% |
| Multi-step reaction with 2 steps 1: 69.5 percent / LiAlH4 / tetrahydrofuran / 0.5 h / 50 °C 2: 94.3 percent / oxalyl chloride; dimethyl sulfoxide; Et3N / CH2Cl2 / 0.25 h / -55 °C View Scheme | |
| Multi-step reaction with 4 steps 1.1: water; methanol; sodium hydroxide / 2 h / Reflux 2.1: thionyl chloride / 2 h / Reflux 2.2: 0.5 h / Cooling with ice 3.1: thionyl chloride / 5 h / Reflux 4.1: diisobutylaluminium hydride / toluene / 1 h / 0 °C 4.2: 0.5 h / pH 8 View Scheme |
- 67686-01-5
1-benzyl-4-piperidinemethanol
- 22065-85-6
1-benzyl-4-formylpiperidine
| Conditions | Yield |
|---|---|
| With oxalyl dichloride; dimethyl sulfoxide; triethylamine In dichloromethane at -70 - 20℃; Swern Oxidation; | 96% |
| With oxalyl dichloride; dimethyl sulfoxide; triethylamine In dichloromethane at -55℃; for 0.25h; Swern oxidation; | 94.3% |
| Stage #1: 1-benzyl-4-piperidinemethanol With dimethylsulfide; triethylamine In toluene at -15 - -10℃; Inert atmosphere; Stage #2: With N-chloro-succinimide In toluene | 85% |
- 24228-40-8
N-benzyl isonipecotic acid ethyl ester
- 22065-85-6
1-benzyl-4-formylpiperidine
| Conditions | Yield |
|---|---|
| With diisobutylaluminium hydride In hexane; toluene at -78℃; for 2.5h; Flow reactor; | 96% |
| With Red-ALP-KTB In various solvent(s) at 10℃; | 95% |
| Stage #1: N-benzyl isonipecotic acid ethyl ester With morpholine; diisobutylaluminium hydride In tetrahydrofuran; hexane at 0℃; for 3.16667h; Inert atmosphere; Stage #2: With lithium diisobutylmethoxy aluminum hydride In tetrahydrofuran; hexane at 0℃; for 0.166667h; Inert atmosphere; | 94% |
- 123-75-1
pyrrolidine
- 24228-40-8
N-benzyl isonipecotic acid ethyl ester
A
- 22065-85-6
1-benzyl-4-formylpiperidine
B
- 67686-01-5
1-benzyl-4-piperidinemethanol
| Conditions | Yield |
|---|---|
| With Red-ALP In various solvent(s) at 20℃; for 2h; | A 95% B n/a C n/a D n/a |
- 503544-95-4
1-benzyl-1,2,3,6-tetrahydropyridine-4-carbaldehyde
- 22065-85-6
1-benzyl-4-formylpiperidine
| Conditions | Yield |
|---|---|
| With hydrogen; palladium on activated charcoal In methanol at 20℃; for 3h; | 90% |
- 22065-85-6
1-benzyl-4-formylpiperidine
| Conditions | Yield |
|---|---|
| With sodium hydride; sodium iodide In tetrahydrofuran at 60℃; chemoselective reaction; | 75% |
- 42790-44-3
1-benzyl-4-vinyl-piperidine
- 22065-85-6
1-benzyl-4-formylpiperidine
| Conditions | Yield |
|---|---|
| With PYRIMIDINE; sodium periodate; osmium(VIII) oxide In 1,4-dioxane; 2-methyl-propan-1-ol; water at 20℃; for 7h; | 74% |
- 22065-85-6
1-benzyl-4-formylpiperidine
| Conditions | Yield |
|---|---|
| Stage #1: C14H16NO3(1-)*Na(1+) With hydrogenchloride; water at 90℃; for 1.5 - 2h; Heating / reflux; Stage #2: With ammonia In water at 15℃; pH=8.5 - 9.0; Product distribution / selectivity; | 68% |
- 3612-20-2
1-phenylmethyl-4-piperidone
- 18107-18-1
diazomethyl-trimethyl-silane
- 22065-85-6
1-benzyl-4-formylpiperidine
| Conditions | Yield |
|---|---|
| Stage #1: diazomethyl-trimethyl-silane With n-butyllithium; diisopropylamine In tetrahydrofuran at -78℃; for 1.25h; Stage #2: 1-phenylmethyl-4-piperidone In tetrahydrofuran at -78 - 20℃; for 4h; Heating / reflux; | 55% |
| With N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide |
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Chemistry
Molecular Structure of N-Benzylpiperidine-4-carboxaldehyde (CAS NO.22065-85-6):
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IUPAC Name: 1-benzylpiperidine-4-carbaldehyde
Empirical Formula: C13H17NO
Molecular Weight: 203.2802
EINECS: 244-757-7
Sensitive: Air Sensitive
H bond acceptors: 2
H bond donors: 0
Freely Rotating Bonds: 3
Polar Surface Area: 20.31 Å2
Index of Refraction: 1.6
Molar Refractivity: 62.4 cm3
Molar Volume: 182.3 cm3
Surface Tension: 51.1 dyne/cm
Density: 1.114 g/cm3
Flash Point: 104.3 °C
Enthalpy of Vaporization: 53.95 kJ/mol
Boiling Point: 299.5 °C at 760 mmHg
Vapour Pressure: 0.00119 mmHg at 25°C
InChI
InChI=1/C13H17NO/c15-11-13-6-8-14(9-7-13)10-12-4-2-1-3-5-12/h1-5,11,13H,6-10H2
Smiles
N1(Cc2ccccc2)CCC(C=O)CC1
Product Categories: pharmacetical; Alcohol Aldehyde & acid series; Piperidine; (intermediate of donepezil); Aromatics; Heterocycles; Building Blocks; Heterocyclic Building Blocks; Piperidines
Safety Profile
Hazard Codes: 
T
Risk Statements: 25-41
R25 :Toxic if swallowed.
R41:Risk of serious damage to the eyes.
Safety Statements: 26-28-36/37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S28:After contact with skin, wash immediately with plenty of soap-suds.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
RIDADR: UN 2810 6.1/PG 3
WGK Germany: 3
HazardClass: Irritant
Specification
N-Benzylpiperidine-4-carboxaldehyde , with CAS number of 22065-85-6, can be called 4-piperidinecarboxaldehyde, 1-(phenylmethyl)- ; 1-Benzylpiperidin-4-carbaldehyd ; 1-Benzylpiperidine-4-carbaldehyde ; 1-Benzyl-4-piperidinecarboxaldehyde ; 1-Benzyl-4-piperidine-carboxaldehyde ; N-BenzylpiperN-Benzylpiperidine-4-carboxaldehyde . It is a kind of colorless oil.