6-Benzylamino-1-(4'-phenylbutoxy)hexane supplier

Name
6-N-Benzylamino-1-(4'-phenylbutoxy)Hexane
EINECS 692-628-2
CAS No. 97664-55-6
Article Data7
CAS DataBase
Density 0.979 g/cm³
Solubility
Melting Point
Formula C₂₃H₃₃NO
Boiling Point 467.238 °C at 760 mmHg
Molecular Weight 339.521
Flash Point 207.26 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms N-Benzyl-6-(4-phenylbutoxy)hexan-1-amine;[6-(4-Phenylbutoxy)hexyl]benzylamine;6-Benzylamino-1-(4'-phenylbutoxy)hexane;
PSA 21.26000
LogP 5.76700

Synthetic route

: 94749-73-2
6-bromohexyl 4-phenylbutyl ether

: 100-46-9
benzylamine

: 97664-55-6
N-[6-(4-phenylbutoxy)hexyl]benzenemethanamine

Conditions

Conditions	Yield
Stage #1: benzylamine With triethylamine; potassium iodide In acetonitrile at 45℃; Stage #2: 6-bromohexyl 4-phenylbutyl ether In acetonitrile	76%
With triethylamine; sodium iodide	75%
With triethylamine; sodium iodide In dimethyl sulfoxide for 17h; Ambient temperature;	70%
With caesium carbonate In N,N-dimethyl-formamide at 60 - 80℃; for 5h;	38%

: 100-52-7
benzaldehyde

: 97664-58-9
D 2543

: 97664-55-6
N-[6-(4-phenylbutoxy)hexyl]benzenemethanamine

Conditions

Conditions	Yield
With sodium tetrahydroborate; molecular sieve 2.) ethanol; Yield given. Multistep reaction;

: 629-03-8
1 ,6-dibromohexane

: 97664-55-6
N-[6-(4-phenylbutoxy)hexyl]benzenemethanamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 51 percent / NaOH; tetra-n-butylammonium hydrogen sulphate; benzyltrimethylammonium chloride / CH2Cl2; H2O / 192 h / 20 °C 2: 38 percent / Cs2CO3 / dimethylformamide / 5 h / 60 - 80 °C View Scheme
Multi-step reaction with 4 steps 1: 60 percent 2: NaN3 / dimethylformamide 3: lithium aluminum hydride 4: 1.) mol. sieves; 2.) NaBH4 / 2.) ethanol View Scheme
Multi-step reaction with 2 steps 1: potassium hydroxide; tetrabutylammomium bromide / toluene / 10 h / 20 °C 2: triethylamine; potassium iodide / acetonitrile / 45 °C View Scheme

: 3360-41-6
4-phenyl-butan-1-ol

: 97664-55-6
N-[6-(4-phenylbutoxy)hexyl]benzenemethanamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 51 percent / NaOH; tetra-n-butylammonium hydrogen sulphate; benzyltrimethylammonium chloride / CH2Cl2; H2O / 192 h / 20 °C 2: 38 percent / Cs2CO3 / dimethylformamide / 5 h / 60 - 80 °C View Scheme
Multi-step reaction with 2 steps 1: 81 percent / NaH / tetrahydrofuran / 7 h / Ambient temperature 2: 70 percent / Et3N, NaI / dimethylsulfoxide / 17 h / Ambient temperature View Scheme
Multi-step reaction with 4 steps 1: 60 percent 2: NaN3 / dimethylformamide 3: lithium aluminum hydride 4: 1.) mol. sieves; 2.) NaBH4 / 2.) ethanol View Scheme
Multi-step reaction with 2 steps 1: potassium hydroxide; tetrabutylammomium bromide / toluene / 10 h / 20 °C 2: triethylamine; potassium iodide / acetonitrile / 45 °C View Scheme
Multi-step reaction with 3 steps 1.1: sodium hydroxide / 2 h / 60 °C 1.2: 4 h / 110 °C 2.1: triethylamine / toluene / 5 h / 5 - 10 °C 3.1: sodium hydroxide / toluene / 12 h / 110 °C View Scheme

: 629-03-8
1 ,6-dibromohexane

sodium-compound of (+-)-cyclopenten-(2)-yl-malonic acid diethyl ester: sodium-compound of (+-)-cyclopenten-(2)-yl-malonic acid diethyl ester

: 97664-55-6
N-[6-(4-phenylbutoxy)hexyl]benzenemethanamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 81 percent / NaH / tetrahydrofuran / 7 h / Ambient temperature 2: 70 percent / Et3N, NaI / dimethylsulfoxide / 17 h / Ambient temperature View Scheme

: 94749-73-2
6-bromohexyl 4-phenylbutyl ether

: 97664-55-6
N-[6-(4-phenylbutoxy)hexyl]benzenemethanamine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: NaN3 / dimethylformamide 2: lithium aluminum hydride 3: 1.) mol. sieves; 2.) NaBH4 / 2.) ethanol View Scheme

: 168412-89-3
1-azido-6-(4-phenylbutoxy)hexane

: 97664-55-6
N-[6-(4-phenylbutoxy)hexyl]benzenemethanamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: lithium aluminum hydride 2: 1.) mol. sieves; 2.) NaBH4 / 2.) ethanol View Scheme

: N-[6-(4-phenylbutoxy)hexyl] benzenemethanamine hydrochloride

: 97664-55-6
N-[6-(4-phenylbutoxy)hexyl]benzenemethanamine

Conditions

Conditions	Yield
With sodium carbonate In dichloromethane; water at 25 - 30℃; for 0.5h; pH=~ 8;

: 135235-81-3
6-(4-phenylbutyloxy)hexyl methanesulfonate

: 100-46-9
benzylamine

: 97664-55-6
N-[6-(4-phenylbutoxy)hexyl]benzenemethanamine

Conditions

Conditions	Yield
With sodium hydroxide In toluene at 110℃; for 12h;

: 629-11-8
1,6-hexanediol

: 97664-55-6
N-[6-(4-phenylbutoxy)hexyl]benzenemethanamine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sodium hydroxide / 2 h / 60 °C 1.2: 4 h / 110 °C 2.1: triethylamine / toluene / 5 h / 5 - 10 °C 3.1: sodium hydroxide / toluene / 12 h / 110 °C View Scheme

: 97664-53-4
6-(4-phenyl-butoxy)-hexan-1-ol

: 97664-55-6
N-[6-(4-phenylbutoxy)hexyl]benzenemethanamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: triethylamine / toluene / 5 h / 5 - 10 °C 2: sodium hydroxide / toluene / 12 h / 110 °C View Scheme

: 36256-45-8
3-carbomethoxy-4-hydroxy-α-bromoacetophenone

: 97664-55-6
N-[6-(4-phenylbutoxy)hexyl]benzenemethanamine

: 497063-91-9
5-(2-{Benzyl-[6-(4-phenyl-butoxy)-hexyl]-amino}-acetyl)-2-hydroxy-benzoic acid methyl ester

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 60℃;	100%
With triethylamine In acetonitrile at 20℃; for 0.666667h; Inert atmosphere;

: 97664-55-6
N-[6-(4-phenylbutoxy)hexyl]benzenemethanamine

: 97664-58-9
D 2543

Conditions

Conditions	Yield
With hydrogen; 5%-palladium/activated carbon In ethanol at 20℃; under 760.051 Torr;	97.9%

: 24085-07-2
3'-acetoxymethyl-4'-acetoxy-2-bromoacetophenone

: 97664-55-6
N-[6-(4-phenylbutoxy)hexyl]benzenemethanamine

: C36H45NO6

Conditions

Conditions	Yield
With potassium carbonate In dichloromethane at 25℃; for 5h; Reagent/catalyst; Solvent;	95%
With potassium carbonate at 20℃; for 4h;

: 1067185-91-4
(R)-2,2-dimethyl-6-(oxiran-2-yl)-4H-benzo[d][1,3]dioxine

: 97664-55-6
N-[6-(4-phenylbutoxy)hexyl]benzenemethanamine

: 1067185-92-5
(R)-2-(benzyl(6-(4-phenylbutoxy)hexyl)amino)-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethanol

Conditions

Conditions	Yield
With triethylamine at 120℃; for 12h;	83%

: 115787-50-3
5-(2-bromoacetyl)-2-hydroxybenzaldehyde

: 97664-55-6
N-[6-(4-phenylbutoxy)hexyl]benzenemethanamine

: 163923-19-1
2-hydroxy-5-<<<6,6-(4-phenylbutoxy)hexylbenzyl>amino>acetyl>benzaldehyde

Conditions

Conditions	Yield
In acetonitrile for 1h; Heating; other solvent;	71%
With N-ethyl-N,N-diisopropylamine In butanone at 0 - 10℃; for 11.5h;
With N-ethyl-N,N-diisopropylamine In butanone at 0 - 10℃;

: 97664-55-6
N-[6-(4-phenylbutoxy)hexyl]benzenemethanamine

: 94749-70-9
2-benzyloxy-5-(R)-oxiranylbenzoic acid methyl ester

: 160889-19-0
2-Benzyloxy-5-((R)-2-{benzyl-[6-(4-phenyl-butoxy)-hexyl]-amino}-1-hydroxy-ethyl)-benzoic acid methyl ester

Conditions

Conditions	Yield
In tetrahydrofuran Heating;	60%

: 2032-35-1
Bromoacetaldehyde diethyl acetal

: 97664-55-6
N-[6-(4-phenylbutoxy)hexyl]benzenemethanamine

: N-benzyl-N-diethyloxyethyl-6-(4-phenylbutoxy)hexylamine

Conditions

Conditions	Yield
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 80℃; for 22h;	51%

: 97664-55-6
N-[6-(4-phenylbutoxy)hexyl]benzenemethanamine

: 2-Benzyloxy-5-(S)-oxiranyl-benzoic acid methyl ester

: 2-Benzyloxy-5-((S)-2-{benzyl-[6-(4-phenyl-butoxy)-hexyl]-amino}-1-hydroxy-ethyl)-benzoic acid methyl ester

Conditions

Conditions	Yield
In tetrahydrofuran Heating;

: 97664-55-6
N-[6-(4-phenylbutoxy)hexyl]benzenemethanamine

: 261381-22-0
methyl 4-([1-13C]-α-bromoacetyl)salicylate

: 261381-23-1
C32(13)CH41NO5

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran for 5h; Alkylation; Heating;
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 60℃;

: 97664-55-6
N-[6-(4-phenylbutoxy)hexyl]benzenemethanamine

: C24(13)CH34(2)H3NO4

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: i-Pr2EtN / tetrahydrofuran / 60 °C 2: LiAlD4 / tetrahydrofuran / 19 h / 0 - 20 °C 3: H2 / 10 percent Pd/C / ethanol / 4 h / 760 Torr View Scheme
Multi-step reaction with 3 steps 1: diisopropylethylamine / tetrahydrofuran / 5 h / Heating 2: 146 mg / LiAlD4 / diethyl ether / 2.5 h / Heating 3: 71 percent / H2 / Pd/C / ethanol / 3 h / 20 °C / 760 Torr View Scheme

: 97664-55-6
N-[6-(4-phenylbutoxy)hexyl]benzenemethanamine

: 1025930-27-1
C31(13)CH40(2)H3NO4

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: i-Pr2EtN / tetrahydrofuran / 60 °C 2: LiAlD4 / tetrahydrofuran / 19 h / 0 - 20 °C View Scheme
Multi-step reaction with 2 steps 1: diisopropylethylamine / tetrahydrofuran / 5 h / Heating 2: 146 mg / LiAlD4 / diethyl ether / 2.5 h / Heating View Scheme

: 97664-55-6
N-[6-(4-phenylbutoxy)hexyl]benzenemethanamine

: C25H34(2)H3NO4

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 100 percent / i-Pr2EtN / tetrahydrofuran / 60 °C 2: 87 percent / LiAlD4 / tetrahydrofuran / 19 h / 0 - 20 °C 3: 77 percent / H2 / 10 percent Pd/C / ethanol / 4 h / 760 Torr View Scheme

: 97664-55-6
N-[6-(4-phenylbutoxy)hexyl]benzenemethanamine

: 497063-93-1
C32H40(2)H3NO4

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 100 percent / i-Pr2EtN / tetrahydrofuran / 60 °C 2: 87 percent / LiAlD4 / tetrahydrofuran / 19 h / 0 - 20 °C View Scheme

: 97664-55-6
N-[6-(4-phenylbutoxy)hexyl]benzenemethanamine

: 89365-50-4
salmeterol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 71 percent / acetonitrile / 1 h / Heating; other solvent 2: NaBH4 / methanol / 36 h / Ambient temperature 3: 0.21 g / H2 / Pd/C / methanol / 10 h View Scheme
Multi-step reaction with 3 steps 1: hydrogenchloride / 10 h / Cooling with ice 2: sodium tetrahydroborate / 8 h / 20 °C 3: palladium 10% on activated carbon / ethanol / 36 h / 45 °C View Scheme
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine / butanone / 0 - 10 °C 2: methanol; sodium tetrahydroborate / 8 h / -5 - 30 °C / Inert atmosphere 3: palladium on carbon; hydrogen / methanol / 1.17 h / 25 °C / 413.73 - 517.16 Torr View Scheme
Multi-step reaction with 4 steps 1: triethylamine / acetonitrile / 0.67 h / 20 °C / Inert atmosphere 2: sodium tetrahydroborate / methanol / 1 h / 20 °C / Inert atmosphere 3: palladium 10% on activated carbon / methanol / 2 h / Inert atmosphere 4: lithium aluminium tetrahydride / diethyl ether / 1 h / 20 °C / Inert atmosphere View Scheme

: 97664-55-6
N-[6-(4-phenylbutoxy)hexyl]benzenemethanamine

: 934842-69-0
4-hydroxy-1-[[[6-(4-phenylbutoxy)hexyl](phenylmethyl)amino]methyl]-1,3-benzenedimethanol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 71 percent / acetonitrile / 1 h / Heating; other solvent 2: NaBH4 / methanol / 36 h / Ambient temperature View Scheme
Multi-step reaction with 2 steps 1: hydrogenchloride / 10 h / Cooling with ice 2: sodium tetrahydroborate / 8 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine / butanone / 0 - 10 °C 2: methanol; sodium tetrahydroborate / 8 h / -5 - 30 °C / Inert atmosphere View Scheme

: 97664-55-6
N-[6-(4-phenylbutoxy)hexyl]benzenemethanamine

: (S)-Salmeterol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: tetrahydrofuran / Heating 2: 1.) LiAlH4; 2.) H2 / 2.) Pd-C / 1.) THF View Scheme

: 97664-55-6
N-[6-(4-phenylbutoxy)hexyl]benzenemethanamine

: (R)-(-)-salmeterol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 60 percent / tetrahydrofuran / Heating 2: 1.) LiAlH4; 2.) H2 / 2.) Pd-C / 1.) THF View Scheme
Multi-step reaction with 4 steps 1: potassium carbonate / dichloromethane / 5 h / 25 °C 2: sulfuric acid / ethanol / 25 °C 3: (R)-diphenylprolinol; borane-THF / toluene / Inert atmosphere 4: palladium 10% on activated carbon; hydrogen / ethanol / 16 h / 45 °C View Scheme

: 662111-14-0
8-(benzyloxy)-5-[(1R)-2-bromo-1-(tetrahydro-2H-pyran-2-yloxy)ethyl]quinolin-2(1H)-one

: 97664-55-6
N-[6-(4-phenylbutoxy)hexyl]benzenemethanamine

: 8-(benzyloxy)-5-[(1R)-2-{benzyl[6-(4-phenylbutoxy)hexyl]amino}-1-(tetrahydro-2H-pyran-2-yloxy)ethyl]quinolin-2(1H)-one

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine at 120℃; for 4h;

: 662111-25-3
5-benzyloxy-8-(2,2-dihydroxyacetyl)-4H-benzo[1,4]oxazin-3-one

: 97664-55-6
N-[6-(4-phenylbutoxy)hexyl]benzenemethanamine

A: 5-(benzyloxy)-8-(2-{benzyl[6-(4-phenylbutoxy)hexyl]amino}-1-hydroxyethyl)-2H-1,4-benzoxazin-3(4H)-one

B: 662111-26-4
5-(benzyloxy)-8-({benzyl[6-(4-phenylbutoxy)hexyl]amino}acetyl)-2H-1,4-benzoxazin-3 (4H)-one

Conditions

Conditions	Yield
Stage #1: 5-benzyloxy-8-(2,2-dihydroxyacetyl)-4H-benzo[1,4]oxazin-3-one; N-[6-(4-phenylbutoxy)hexyl]benzenemethanamine With acetic acid In dichloromethane for 4h; Stage #2: With sodium tris(acetoxy)borohydride In dichloromethane at 20℃; for 72h; Stage #3: With sodium tetrahydroborate In methanol; dichloromethane for 2h;

...Expand

: 662111-37-7
4-(benzyloxy)-7-{(1R)-2-bromo-1-[tetrahydro-2H-pyran-2-yloxy]ethyl}-1,3-benzothiazol-2(3H)-one

: 97664-55-6
N-[6-(4-phenylbutoxy)hexyl]benzenemethanamine

: 4-(benzyloxy)-7-{(1R)-2-{benzyl[6-(4-phenylbutoxy)hexyl]amino}-1-[tetrahydro-2H-pyran-2-yloxy]ethyl}-1.3-benzothiazol-2(3H)-one

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine at 120℃; for 18h;

: 662111-43-5
benzyl 7-(bromoacetyl)-2-oxo-2,3-dihydro-1,3-benzothiazol-4-yl carbonate

: 97664-55-6
N-[6-(4-phenylbutoxy)hexyl]benzenemethanamine

: 662111-44-6
7-({benzyl[6-(4-phenylbutoxy)hexyl]amino}acetyl)-4-hydroxy-1,3-benzothiazol-2(3H)-one

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In DMF (N,N-dimethyl-formamide) at 40℃; for 2h; Acidic aqueous solution;

: 97664-55-6
N-[6-(4-phenylbutoxy)hexyl]benzenemethanamine

: 4-hydroxy-α'-[[[6-(4-phenylbutoxy)hexyl]benzylamino]methyl]-1,3-benzenedirmethanol

Conditions

Conditions	Yield
With hydrogenchloride for 10h; Cooling with ice;
Multi-step reaction with 2 steps 1: potassium carbonate / dichloromethane / 5 h / 25 °C 2: sulfuric acid / ethanol / 25 °C View Scheme

6-Benzylamino-1-(4'-phenylbutoxy)hexane Specification

The 6-Benzylamino-1-(4'-phenylbutoxy)hexane, with the CAS registry number 97664-55-6, is also known as [6-(4-Phenylbutoxy)hexyl]benzylamine. This chemical's molecular formula is C₂₃H₃₃NO and molecular weight is 339.51. What's more, its systematic name is N-Benzyl-6-(4-phenylbutoxy)-1-hexanamine.

Physical properties of 6-Benzylamino-1-(4'-phenylbutoxy)hexane are: (1)ACD/LogP: 5.729; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 2.66; (4)ACD/LogD (pH 7.4): 3.44; (5)ACD/BCF (pH 5.5): 11.31; (6)ACD/BCF (pH 7.4): 68.46; (7)ACD/KOC (pH 5.5): 26.48; (8)ACD/KOC (pH 7.4): 160.29; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 14; (12)Polar Surface Area: 21.26 Å²; (13)Index of Refraction: 1.531; (14)Molar Refractivity: 107.325 cm³; (15)Molar Volume: 346.692 cm³; (16)Polarizability: 42.547×10^-24cm³; (17)Surface Tension: 38.2 dyne/cm; (18)Density: 0.979 g/cm³; (19)Flash Point: 207.26 °C; (20)Enthalpy of Vaporization: 72.918 kJ/mol; (21)Boiling Point: 467.238 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O(CCCCc1ccccc1)CCCCCCNCc2ccccc2
(2)Std. InChI: InChI=1S/C23H33NO/c1(10-18-24-21-23-16-7-4-8-17-23)2-11-19-25-20-12-9-15-22-13-5-3-6-14-22/h3-8,13-14,16-17,24H,1-2,9-12,15,18-21H2
(3)Std. InChIKey: JWLIKZBRVQRFNF-UHFFFAOYSA-N

Product Name

6-N-Benzylamino-1-(4'-phenylbutoxy)Hexane

Synthetic route

6-Benzylamino-1-(4'-phenylbutoxy)hexane Specification

Related Products

Hot Products