5-Benzyl-3,4-dihydro-3,3-dimethyl-2H-pyrrole supplier

Name
5-Benzyl-3,4-dihydro-3,3-dimethyl-2H-pyrrole
EINECS
CAS No. 116673-95-1
Article Data9
CAS DataBase
Density 0.97 g/cm³
Solubility
Melting Point
Formula C₁₃H₁₇N
Boiling Point 271.509 °C at 760 mmHg
Molecular Weight 187.285
Flash Point 109.789 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 2-Benzyl-4,4-dimethyl-1-pyrroline;5-Benzyl-3,4-dihydro-3,3-dimethyl-2H-pyrrole;
PSA 12.36000
LogP 2.53560

Synthetic route

: 2,2-dimethyl-5-phenylpent-4-yn-1-amine oxalate

: 116673-95-1
5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole

Conditions

Conditions	Yield
With silver tetrafluoroborate In dichloromethane for 6h; Reflux;	100%

: 1198092-67-9
(E)-N-(2,2-dimethyl-5-phenylpent-4-yn-1-ylidene)benzylamine

: 144-62-7
oxalic acid

: 116673-95-1
5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole

Conditions

Conditions	Yield
Stage #1: (E)-N-(2,2-dimethyl-5-phenylpent-4-yn-1-ylidene)benzylamine With potassium 3,7-dimethyloctan-3-olate In tetrahydrofuran at 0℃; for 1h; Stage #2: oxalic acid With water In toluene for 0.5h; Reflux; Stage #3: With silver tetrafluoroborate In dichloromethane at 40℃; for 6h;	100%

: 100-44-7
benzyl chloride

: 116673-94-0
4-chloro-3,3-dimethylbutyronitrile

: 116673-95-1
5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole

Conditions

Conditions	Yield
Stage #1: benzyl chloride With magnesium Stage #2: 4-chloro-3,3-dimethylbutyronitrile In diethyl ether; toluene for 5h; Reflux;	70%
With magnesium 1.) ether, reflux, 2 h, 2.) DMSO, 110-120 deg C, 3 h; Yield given. Multistep reaction;
Stage #1: benzyl chloride With magnesium In diethyl ether Grignard reaction; Stage #2: 4-chloro-3,3-dimethylbutyronitrile In diethyl ether; toluene for 5h; Grignard reaction; Reflux;

: 116673-94-0
4-chloro-3,3-dimethylbutyronitrile

: 6921-34-2
benzylmagnesium chloride

: 116673-95-1
5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole

Conditions

Conditions	Yield
Stage #1: 4-chloro-3,3-dimethylbutyronitrile; benzylmagnesium chloride In diethyl ether for 2h; Reflux; Stage #2: In toluene for 3h; Reflux;	70%

: 399559-70-7
(E)-2,2-dimethyl-5-phenyl-4-pentenyl-1-amine

: 116673-95-1
5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole

Conditions

Conditions	Yield
With N-methylcyclohexylamine; Allyl acetate; potassium carbonate; [RuCl2(CO)3]2*1,3-bis(diphenylphosphino)propane at 120℃; for 22h;

: 103804-80-4
3,3-dimethyl-4-hydroxy butyronitrile

: 116673-95-1
5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 71 percent / SOCl2, pyridine / 0.17 h / Heating 2: 1.) Mg / 1.) ether, reflux, 2 h, 2.) DMSO, 110-120 deg C, 3 h View Scheme
Multi-step reaction with 2 steps 1.1: pyridine; thionyl chloride / 0 °C 2.1: diethyl ether / 2 h / Reflux 2.2: 3 h / Reflux View Scheme

: 2,2-Dimethyl-3-chlor-propanol-1-ol

: 116673-95-1
5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 21 percent / dimethylsulfoxide / 6 h / 150 - 160 °C 2: 71 percent / SOCl2, pyridine / 0.17 h / Heating 3: 1.) Mg / 1.) ether, reflux, 2 h, 2.) DMSO, 110-120 deg C, 3 h View Scheme

: C13H18ClN

: 116673-95-1
5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole

Conditions

Conditions	Yield
With hydrogenchloride In water at 0 - 45℃; for 1.75 - 2h; pH=0.5 - 1.5; Industry scale;

: 950672-88-5
2,2-dimethyl-4-oxo-5-phenyl-1-nitropentane

: 116673-95-1
5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole

Conditions

Conditions	Yield
Stage #1: 2,2-dimethyl-4-oxo-5-phenyl-1-nitropentane With hydrogen; Raney nickel In methanol at 50 - 60℃; under 750.075 - 3000.3 Torr; Stage #2: With hydrogenchloride In water; toluene at 15 - 45℃; for 0.25 - 0.333333h; Stage #3: In water at 5 - 10℃; pH=10 - 11; Alkaline conditions;

: 1003-85-6
5.5-dimethyl-1,3,2-dioxathiane-2-oxide

: 116673-95-1
5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: dimethyl sulfoxide / 36 h / 100 °C 2.1: pyridine; thionyl chloride / 0 °C 3.1: diethyl ether / 2 h / Reflux 3.2: 3 h / Reflux View Scheme

: 126-30-7
2,2-Dimethyl-1,3-propanediol

: 116673-95-1
5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: thionyl chloride / dichloromethane / 5 - 10 °C 2.1: dimethyl sulfoxide / 36 h / 100 °C 3.1: pyridine; thionyl chloride / 0 °C 4.1: diethyl ether / 2 h / Reflux 4.2: 3 h / Reflux View Scheme

: C13H17N

: 116673-95-1
5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole

Conditions

Conditions	Yield
With [(η5-C5Me4CH2CH2NZrNMe2)3] In benzene-d6 at 40℃; for 2h; Glovebox; Inert atmosphere;	> 95 %Spectr.

: 536-38-9
4-chlorobenzoylmethyl bromide

: 116673-95-1
5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole

: 133111-56-5
2,2-dimethyl-6-(4-chlorophenyl)-7-phenyl-2,3-dihydro-1H-pyrrolizine

Conditions

Conditions	Yield
Stage #1: 5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole With sodium hydrogencarbonate In methanol Stage #2: 4-chlorobenzoylmethyl bromide In methanol for 20h; Stage #3: With water at 40℃; for 1h;	84%
With sodium hydrogencarbonate In ethanol at 20℃; for 36h;	25%
With sodium hydrogencarbonate In ethanol; water at 20℃; for 36h;	25%

: 57731-17-6
2-bromo-1-(5-chloro-thiophen-2-yl)-ethanone

: 116673-95-1
5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole

: 174347-68-3
6-(5-chloro-thiophen-2-yl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizine

Conditions

Conditions	Yield
In dichloromethane for 4h; Ambient temperature;	46%

: 70-11-1
α-bromoacetophenone

: 116673-95-1
5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole

: 116673-96-2
2,2-Dimethyl-6,7-diphenyl-2,3-dihydro-1H-pyrrolizin

Conditions

Conditions	Yield
With sodium hydrogencarbonate In ethanol 1.) room temp., 24 h, 2.) 24 h;	42%
With sodium hydrogencarbonate In diethyl ether; ethanol; water for 36h; Ambient temperature;

: 1468-82-2
2-bromo-1-thiophen-3-yl-ethanone

: 116673-95-1
5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole

: 174347-70-7
2,2-dimethyl-7-phenyl-6-(thiophen-3-yl)-2,3-dihydro-1H-pyrrolizine

Conditions

Conditions	Yield
In dichloromethane for 4h; Ambient temperature;	34%

: 23489-36-3
1-(benzofuran-2-yl)-2-bromoethan-1-one

: 116673-95-1
5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole

: 174347-72-9
6-(benzo[b]furan-2-yl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizine

Conditions

Conditions	Yield
In dichloromethane for 4h; Ambient temperature;	27.5%

: 15109-94-1
1-(2-furyl)-2-bromoethanone

: 116673-95-1
5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole

: 174347-74-1
2,2-dimethyl-6-(furan-2-yl)-7-phenyl-2,3-dihydro-1H-pyrrolizine

Conditions

Conditions	Yield
In dichloromethane for 4h; Ambient temperature;	19%

: 16927-13-2
α-bromophenylacetaldehyde

: 116673-95-1
5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole

: 116673-97-3
2,2-Dimethyl-5,7-diphenyl-2,3-dihydro-1H-pyrrolizin

Conditions

Conditions	Yield
	15%

: 2491-38-5
2-bromo-1-(4'-hydroxyphenyl)-1-ethanone

: 116673-95-1
5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole

: 156897-31-3
4-(6,6-Dimethyl-1-phenyl-6,7-dihydro-5H-pyrrolizin-2-yl)-phenol

Conditions

Conditions	Yield
With sodium hydrogencarbonate In diethyl ether; ethanol; water for 36h; Ambient temperature;

: 4571-25-9
2-bromo-1-(2,5-dichlorophenyl)ethanone

: 116673-95-1
5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole

: 156897-24-4
6-(2,5-Dichloro-phenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizine

Conditions

Conditions	Yield
With sodium hydrogencarbonate In diethyl ether; ethanol; water for 36h; Ambient temperature;

: 41011-01-2
2-bromo-1-(3-chloro-phenyl)-ethanone

: 116673-95-1
5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole

: 156897-21-1
6-(3-Chloro-phenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizine

Conditions

Conditions	Yield
With sodium hydrogencarbonate In diethyl ether; ethanol; water for 36h; Ambient temperature;

: 28179-33-1
4-(phenoxy)phenacyl bromide

: 116673-95-1
5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole

: 133111-57-6
2,2-Dimethyl-6-(4-phenoxy-phenyl)-7-phenyl-2,3-dihydro-1H-pyrrolizine

Conditions

Conditions	Yield
With sodium hydrogencarbonate In diethyl ether; ethanol; water for 36h; Ambient temperature;

: 99-81-0
4-Nitrophenacyl bromide

: 116673-95-1
5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole

: 156897-27-7
2,2-Dimethyl-6-(4-nitro-phenyl)-7-phenyl-2,3-dihydro-1H-pyrrolizine

Conditions

Conditions	Yield
With sodium hydrogencarbonate In diethyl ether; ethanol; water for 36h; Ambient temperature;
Stage #1: 4-Nitrophenacyl bromide; 5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole In ethanol at 20℃; for 24h; Stage #2: With sodium hydrogencarbonate In ethanol; water at 20℃; for 24h;

: 79779-66-1
2-bromo-1-(2,3,4-trichlorophenyl)ethanone

: 116673-95-1
5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole

: 156897-25-5
2,2-Dimethyl-7-phenyl-6-(2,3,4-trichloro-phenyl)-2,3-dihydro-1H-pyrrolizine

Conditions

Conditions	Yield
With sodium hydrogencarbonate In diethyl ether; ethanol; water for 36h; Ambient temperature;

: 2631-72-3
2,4-dichlorophenacyl bromide

: 116673-95-1
5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole

: 156897-22-2
6-(2,4-Dichloro-phenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizine

Conditions

Conditions	Yield
With sodium hydrogencarbonate In diethyl ether; ethanol; water for 36h; Ambient temperature;

: 30095-47-7
2-bromo-1-(4-(tert-butyl)phenyl)ethanone

: 116673-95-1
5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole

: 156897-26-6
6-(4-tert-Butyl-phenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizine

Conditions

Conditions	Yield
With sodium hydrogencarbonate In diethyl ether; ethanol; water for 36h; Ambient temperature;
Stage #1: 2-bromo-1-(4-(tert-butyl)phenyl)ethanone; 5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole In ethanol at 20℃; for 24h; Stage #2: With sodium hydrogencarbonate In ethanol; water at 20℃; for 24h;

: 2632-10-2
2-bromo-1-(3,4-dichlorophenyl)ethanone

: 116673-95-1
5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole

: 156897-23-3
6-(3,4-Dichloro-phenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizine

Conditions

Conditions	Yield
With sodium hydrogencarbonate In diethyl ether; ethanol; water for 36h; Ambient temperature;

: 116673-95-1
5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole

: 5000-66-8
2-chlorophenacyl bromide

: 156897-20-0
6-(2-Chloro-phenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizine

Conditions

Conditions	Yield
With sodium hydrogencarbonate In diethyl ether; ethanol; water for 36h; Ambient temperature;

: 116673-95-1
5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole

: 403-29-2
2-bromo-4'-fluoroacetophenone

: 133111-60-1
6-(4-Fluoro-phenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizine

Conditions

Conditions	Yield
With sodium hydrogencarbonate In diethyl ether; ethanol; water for 36h; Ambient temperature;

: 116673-95-1
5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole

: 2632-13-5
2-Bromo-4'-methoxyacetophenone

: 156897-29-9
6-(4-Methoxy-phenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizine

Conditions

Conditions	Yield
With sodium hydrogencarbonate In diethyl ether; ethanol; water for 36h; Ambient temperature;

: 116673-95-1
5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole

: 23442-14-0
4-aminophenacyl bromide

: 1026837-71-7
4-(6,6-Dimethyl-1-phenyl-6,7-dihydro-5H-pyrrolizin-2-yl)-phenylamine

Conditions

Conditions	Yield
With sodium hydrogencarbonate In diethyl ether; ethanol; water for 36h; Ambient temperature;

: 116673-95-1
5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole

: (2,2-Dimethyl-6,7-diphenyl-2,3-dihydro-1H-pyrrolizin-5-yl)essigsaeure

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: NaHCO3 / diethyl ether; ethanol; H2O / 36 h / Ambient temperature 2: Cu / toluene / 0.25 h / Heating 3: 44 percent / 10percent aq. NaOH / ethanol / 0.17 h / Heating View Scheme
Multi-step reaction with 3 steps 1: 42 percent / 2.) NaHCO3 / ethanol / 1.) room temp., 24 h, 2.) 24 h 2: 39 percent / Cu / toluene / 0.25 h / Heating 3: 58 percent / 1.) 10percent KOH, 2.) 6percent H3PO4 / ethanol / 1.) reflux, 15 min View Scheme

: 116673-95-1
5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole

: 116674-01-2
(2,2-Dimethyl-6,7-diphenyl-2,3-dihydro-1H-pyrrolizin-5-yl)-essigsaeureethylester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaHCO3 / diethyl ether; ethanol; H2O / 36 h / Ambient temperature 2: Cu / toluene / 0.25 h / Heating View Scheme
Multi-step reaction with 2 steps 1: 42 percent / 2.) NaHCO3 / ethanol / 1.) room temp., 24 h, 2.) 24 h 2: 39 percent / Cu / toluene / 0.25 h / Heating View Scheme

: 116673-95-1
5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole

: 156897-06-2
licofelone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: NaHCO3 / diethyl ether; ethanol; H2O / 36 h / Ambient temperature 2: Cu / toluene / 0.25 h / Heating 3: 75.5 percent / 10percent aq. NaOH / ethanol / 0.17 h / Heating View Scheme
Multi-step reaction with 3 steps 1.1: sodium hydrogencarbonate / ethanol / 36 h / 20 °C 2.1: tetrahydrofuran / 10 - 15 °C 2.2: 0.33 h / 25 - 30 °C 3.1: hydrazine hydrate; potassium hydroxide / ethylene diglycol / 7 h / 85 - 145 °C View Scheme
Multi-step reaction with 4 steps 1: sodium hydrogencarbonate / ethanol; water / 36 h / 20 °C 2: tetrahydrofuran / 10 - 15 °C 3: water / tetrahydrofuran / 0.33 h / 25 - 30 °C 4: hydrazine hydrate; potassium hydroxide / diethylene glycol / 7 h / 85 - 145 °C View Scheme
Multi-step reaction with 3 steps 1.1: ethanol / 0.5 h 2.1: tetrahydrofuran / 18 - 25 °C / Inert atmosphere 2.2: 0.33 h / 25 - 30 °C 3.1: hydrazine hydrate; potassium hydroxide / diethylene glycol / 50 - 145 °C View Scheme

: 116673-95-1
5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole

: 2-(6-(4-tert-butylphenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizin-5-yl)acetic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: NaHCO3 / diethyl ether; ethanol; H2O / 36 h / Ambient temperature 2: Cu / toluene / 0.25 h / Heating 3: 58.8 percent / 10percent aq. NaOH / ethanol / 0.17 h / Heating View Scheme

: 116673-95-1
5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole

: 156897-13-1
[2-(4-Amino-phenyl)-6,6-dimethyl-1-phenyl-6,7-dihydro-5H-pyrrolizin-3-yl]-acetic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: NaHCO3 / diethyl ether; ethanol; H2O / 36 h / Ambient temperature 2: Cu / toluene / 0.25 h / Heating 3: 73.4 percent / 10percent aq. NaOH / ethanol / 0.17 h / Heating View Scheme

5-Benzyl-3,4-dihydro-3,3-dimethyl-2H-pyrrole Specification

The 5-Benzyl-3,4-dihydro-3,3-dimethyl-2H-pyrrole with the CAS number 116673-95-1 is also called 2H-Pyrrole,3,4-dihydro-3,3-dimethyl-5-(phenylmethyl)-. The systematic name is 5-benzyl-3,3-dimethyl-3,4-dihydro-2H-pyrrole. Its molecular formula is C₁₃H₁₇N. This chemical is a kind of organics. It should be stored in dry and cool environment.

The properties of the chemical are: (1)ACD/LogP: 3.71; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 1; (4)#H bond donors: 0; (5)#Freely Rotating Bonds: 2; (6)Polar Surface Area: 12.36Å²; (7)Index of Refraction: 1.54; (8)Molar Refractivity: 60.574 cm³; (9)Molar Volume: 193.131 cm³; (10)Polarizability: 24.014×10^-24cm³; (11)Surface Tension: 33.978 dyne/cm; (12)Enthalpy of Vaporization: 48.922 kJ/mol; (13)Vapour Pressure: 0.011 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: N\2=C(/Cc1ccccc1)CC(C)(C)C/2
(2)InChI: InChI=1/C13H17N/c1-13(2)9-12(14-10-13)8-11-6-4-3-5-7-11/h3-7H,8-10H2,1-2H3
(3)InChIKey: IDLOIKCKXBJPPI-UHFFFAOYAI

Product Name

5-Benzyl-3,4-dihydro-3,3-dimethyl-2H-pyrrole

Synthetic route

5-Benzyl-3,4-dihydro-3,3-dimethyl-2H-pyrrole Specification

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