1-Methyl-2-pyrrolidineethanol supplier

Name
1-Methyl-2-pyrrolidineethanol
EINECS 266-538-5
CAS No. 67004-64-2
Density 0.958 g/cm³
Solubility
Melting Point
Formula C₇H₁₅NO
Boiling Point 214.045 °C at 760 mmHg
Molecular Weight 129.202
Flash Point 84.444 °C
Transport Information
Appearance clear yellow to brownish liquid
Safety 26-39
Risk Codes 22-38-41
Molecular Structure
Hazard Symbols Xn
Synonyms 1-Methyl-2-pyrrolidineethanol;2-(1-Methylpyrrolidin-2-yl)ethanol;2-(2-Hydroxyethyl)-1-methylpyrrolidine;2-(2-Hydroxyethyl)-N-methylpyrrolidine;2-[N-Methylpyrrolidin-2-yl]ethanol;N-Methyl-2-(2-hydroxyethyl)pyrrolidine;
PSA 23.47000
LogP 0.40090

Synthetic route

: 51856-76-9, 118353-50-7
methyl 2-(1-methylpyrrolidin-2-yl)acetate

: 67004-64-2
2-(1-methyl-2-pyrrolidine)ethanol

Conditions

Conditions	Yield
With methanol; sodium tetrahydroborate for 12h; Reflux;	85%
With methanol; sodium tetrahydroborate for 12h; Reflux;	3.5 g

: 67-56-1
methanol

: 7723-51-5, 15686-51-8, 61826-27-5, 61826-28-6, 61826-31-1, 63813-90-1, 63813-91-2
Clemastine

A: 67004-64-2
2-(1-methyl-2-pyrrolidine)ethanol

B: 59767-24-7
1-(4-chloro-phenyl)-1-phenyl-ethanol

C: 1-Chloro-4-(1-methoxy-1-phenyl-ethyl)-benzene

Conditions

Conditions	Yield
Ambient temperature; 6 weeks;

...Expand

: 71-23-8
propan-1-ol

: 7723-51-5, 15686-51-8, 61826-27-5, 61826-28-6, 61826-31-1, 63813-90-1, 63813-91-2
Clemastine

A: 67004-64-2
2-(1-methyl-2-pyrrolidine)ethanol

B: 59767-24-7
1-(4-chloro-phenyl)-1-phenyl-ethanol

C: 28523-14-0
1-Phenyl-1-(4-chlorphenyl)-ethylenglycol

D: 85151-07-1
1-methyl-2-vinylpyrrolidine

E: 134-85-0
4-chlorobenzophenone

F: 117932-40-8
1-Phenyl-1-(4-chlorphenyl)-1-n-propoxyethan

Conditions

Conditions	Yield
With sodium hydroxide for 53h; Heating; further time and temp.; also without n-propanol, with H2O or HCl addition;

...Expand

: 64-17-5
ethanol

: 7723-51-5, 15686-51-8, 61826-27-5, 61826-28-6, 61826-31-1, 63813-90-1, 63813-91-2
Clemastine

A: 67004-64-2
2-(1-methyl-2-pyrrolidine)ethanol

B: 59767-24-7
1-(4-chloro-phenyl)-1-phenyl-ethanol

C: 87273-95-8
1-Chloro-4-(1-ethoxy-1-phenyl-ethyl)-benzene

Conditions

Conditions	Yield
Ambient temperature; 6 weeks;

...Expand

: 14976-57-9, 20271-71-0, 61826-29-7, 61826-30-0, 61826-32-2, 61826-33-3, 61826-34-4, 61826-35-5, 61826-36-6, 63537-12-2, 66727-90-0
(+)-2-<2-<1-(4-Chlorphenyl)-1-phenylethoxy>ethyl>-1-methylpyrroliden-hydrogenfumarat

A: 67004-64-2
2-(1-methyl-2-pyrrolidine)ethanol

B: 59767-24-7
1-(4-chloro-phenyl)-1-phenyl-ethanol

C: 28523-14-0
1-Phenyl-1-(4-chlorphenyl)-ethylenglycol

D: 134-85-0
4-chlorobenzophenone

Conditions

Conditions	Yield
With water Heating;

...Expand

: 63537-12-2
Clemastin-hydrogenfumarat

A: 67004-64-2
2-(1-methyl-2-pyrrolidine)ethanol

B: 18218-20-7
1-(4-chlorophenyl)-1-phenylethene

C: 59767-24-7
1-(4-chloro-phenyl)-1-phenyl-ethanol

D: 110203-93-5
1-(4-Chlorphenyl)-1-(4'-hydroxyphenyl)ethen

E: 1-(4-Chlorphenyl)-1-(4'-hydroxyphenyl)ethanol

F: 4-{1-(4-Chloro-phenyl)-1-[2-(1-methyl-pyrrolidin-2-yl)-ethoxy]-ethyl}-phenol

Conditions

Conditions	Yield
With 1H-imidazole; water; dihydrogen peroxide; MnTPFPS4PCl In methanol; dichloromethane at 20℃; for 24h; Product distribution; also without water, var. catalyst;

...Expand

: 63537-12-2
Clemastin-hydrogenfumarat

A: 67004-64-2
2-(1-methyl-2-pyrrolidine)ethanol

B: 59767-24-7
1-(4-chloro-phenyl)-1-phenyl-ethanol

C: 2-{2-[1-(4-Chloro-phenyl)-1-phenyl-ethoxy]-ethyl}-pyrrolidine

D: Clemastin-N-oxid

Conditions

Conditions	Yield
With 1H-imidazole; dihydrogen peroxide; manganese(III)-5,10,15,20-tetrakis(pentafluorophenyl)porphyrin chloride In methanol; dichloromethane at 20℃; for 24h; Further byproducts given;

...Expand

(+-)-<1-methyl-pyrrolidin-2-yl>-acetic acid ethyl ester: (+-)-<1-methyl-pyrrolidin-2-yl>-acetic acid ethyl ester

: 67004-64-2
2-(1-methyl-2-pyrrolidine)ethanol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride; diethyl ether

: 50-00-0
formaldehyd

2-<β-oxy-ethyl>-pyrrolidine: 2-<β-oxy-ethyl>-pyrrolidine

: 67004-64-2
2-(1-methyl-2-pyrrolidine)ethanol

Conditions

Conditions	Yield
With water at 110 - 124℃;

: 872-50-4
1-methyl-pyrrolidin-2-one

: 67004-64-2
2-(1-methyl-2-pyrrolidine)ethanol

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: bis(trichloromethyl) carbonate / dichloromethane / 1 h / 30 °C 2: triethylamine / dichloromethane / 7 h / 10 - 30 °C 3: sodium methylate / methanol / 1 h / Reflux 4: 5%-palladium/activated carbon; hydrogen / methanol / 24 h 5: sodium tetrahydroborate; methanol / 12 h / Reflux View Scheme
Multi-step reaction with 5 steps 1: bis(trichloromethyl) carbonate / dichloromethane / 1 h / 10 - 30 °C 2: triethylamine / dichloromethane / 6 h / 10 - 30 °C 3: methanol / 1 h / Reflux 4: acetic acid; sodium tetrahydroborate / 6 h / 5 - 30 °C 5: methanol; sodium tetrahydroborate / 12 h / Reflux View Scheme

: 86208-87-9
(2,2-dimethyl-5-(1-methylpyrrolidin-2-ylidene)-1,3-dioxane-4,6-dione)

: 67004-64-2
2-(1-methyl-2-pyrrolidine)ethanol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium methylate / methanol / 1 h / Reflux 2: 5%-palladium/activated carbon; hydrogen / methanol / 24 h 3: sodium tetrahydroborate; methanol / 12 h / Reflux View Scheme
Multi-step reaction with 3 steps 1: methanol / 1 h / Reflux 2: acetic acid; sodium tetrahydroborate / 6 h / 5 - 30 °C 3: methanol; sodium tetrahydroborate / 12 h / Reflux View Scheme

: 67004-64-2
2-(1-methyl-2-pyrrolidine)ethanol

: 54777-54-7, 61771-17-3, 63527-58-2, 67529-19-5
2-(2-chloro-ethyl)-1-methyl-pyrrolidine

Conditions

Conditions	Yield
With thionyl chloride In dichloromethane at 40 - 50℃; for 2h; Inert atmosphere;	95%

: 67004-64-2
2-(1-methyl-2-pyrrolidine)ethanol

: methyl (E)-5-[4-(2,2-dimethylpropanoyloxy)phenyl]-5-(4-hydroxyphenyl)-4-phenyl-pent-4-enoate

: (E)-methyl 5-(4-(2-(1-methylpyrrolidin-2-yl)ethoxy)phenyl)-4-phenyl-5-(4-(pivaloyloxy)phenyl)pent-4-enoate

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In dichloromethane at 0 - 20℃; Mitsunobu Displacement;	80%

: 67004-64-2
2-(1-methyl-2-pyrrolidine)ethanol

: 108-23-6
isopropyl chloroformate

: C11H21NO3

Conditions

Conditions	Yield
In dichloromethane; toluene at 20℃; for 10h;	79%

: 67004-64-2
2-(1-methyl-2-pyrrolidine)ethanol

: 88-67-5
2-Iodobenzoic acid

: 2-(1-methylpyrrolidin-2-yl)ethyl 2-iodophenylcarbamate

Conditions

Conditions	Yield
Stage #1: 2-Iodobenzoic acid With diphenyl phosphoryl azide; triethylamine In toluene at 20℃; for 1.5h; Reflux; Stage #2: 2-(1-methyl-2-pyrrolidine)ethanol In toluene for 12h; Reflux;	77%

: 67004-64-2
2-(1-methyl-2-pyrrolidine)ethanol

: 7693-46-1
4-Nitrophenyl chloroformate

: 2-(1-methylpyrrolidin-2-yl)ethyl 4-nitrophenyl carbonate hydrochloride

Conditions

Conditions	Yield
In diethyl ether at 20℃;	54%

: 67004-64-2
2-(1-methyl-2-pyrrolidine)ethanol

: 883311-73-7
6-hydroxy-quinoline-2-carboxylic acid ethyl ester

: 883311-80-6
6-[2-(1-Methyl-pyrrolidin-2-yl)-ethoxy]-quinoline-2-carboxylic acid ethyl ester

Conditions

Conditions	Yield
With di-tert-butyl-diazodicarboxylate; triphenylphosphine In tetrahydrofuran; toluene at 35℃;	53%

: 67004-64-2
2-(1-methyl-2-pyrrolidine)ethanol

: 167145-50-8
2-(4-phenylbutyl)phenol

: 1-methyl-2-{2-[2-(4-phenylbutyl)phenoxy]ethyl}pyrrolidine

Conditions

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate In dichloromethane Ambient temperature;	52%

: 67004-64-2
2-(1-methyl-2-pyrrolidine)ethanol

: 60307-26-8
R(+)-1-methyl-2-(2-hydroxyethyl)pyrrolidine

Conditions

Conditions	Yield
With malic acid In methanol at 45 - 50℃; for 1h; Reagent/catalyst; Solvent;	48.7%
With D-arginine In methanol; water at 60℃; Large scale;

: 67004-64-2
2-(1-methyl-2-pyrrolidine)ethanol

: 167145-50-8
2-(4-phenylbutyl)phenol

: 1972-28-7
diethylazodicarboxylate

: 1-methyl-2-{2-[2-(4-phenylbutyl)phenoxy]ethyl}pyrrolidine

Conditions

Conditions	Yield
With sodium chloride; triphenylphosphine In dichloromethane	38%

...Expand

: 67004-64-2
2-(1-methyl-2-pyrrolidine)ethanol

: 167145-13-3
2-[2-(3-methoxyphenyl)ethyl]phenol

: 2-[2-[2-[2-(3-methoxyphenyl)ethyl]phenoxyl]ethyl]-1-methylpyrrolidine

Conditions

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate In dichloromethane at 20℃; Condensation;	36%

: 67004-64-2
2-(1-methyl-2-pyrrolidine)ethanol

: 32315-10-9
bis(trichloromethyl) carbonate

: (19Z,22Z)-octacosa-19,22-dien-11-ol

: 2-(1-methylpyrrolidin-2-yl)ethyl (9Z,12Z)-octacosa-19,22-dien-11-yl carbonate

Conditions

Conditions	Yield
Stage #1: bis(trichloromethyl) carbonate; (19Z,22Z)-octacosa-19,22-dien-11-ol With pyridine In toluene at 0 - 10℃; for 1.25h; Stage #2: 2-(1-methyl-2-pyrrolidine)ethanol In toluene at 0 - 20℃;	36%

...Expand

: 67004-64-2
2-(1-methyl-2-pyrrolidine)ethanol

: 3-(2-((3r,5r,7r)-adamantan-1-yl)acetoxy)-2-(hydroxymethyl)propyl (9Z,12Z)-octadeca-9,12-dienoate

: 3-(2-((3r,5r,7r)-adamantan-1-yl)acetoxy)-2-((((2-(1-methylpyrrolidin-2-yl)ethoxy)carbonyl)oxy)methyl)propyl (9Z,12Z)-octadeca-9,12-dienoate

Conditions

Conditions	Yield
	34%

: 67004-64-2
2-(1-methyl-2-pyrrolidine)ethanol

: 943772-98-3
{4-[4-(4-bromo-phenylcarbamoyl)-2-(7-isopropyl-pyrido[2,3-d]pyrimidin-4-ylamino)-phenylsulfanyl]-phenyl}-carbamic acid 2,2,2-trichloro-ethyl ester

: 76-05-1
trifluoroacetic acid

: {4-[4-(4-bromo-phenylcarbamoyl)-2-(7-isopropyl-pyrido[2,3-d]pyrimidin-4-ylamino)-phenylsulfanyl]-phenyl}-carbamic acid 2-(1-methyl-pyrrolidin-2-yl)-ethyl ester trifluoroacetate

Conditions

Conditions	Yield
Stage #1: 2-(1-methyl-2-pyrrolidine)ethanol; {4-[4-(4-bromo-phenylcarbamoyl)-2-(7-isopropyl-pyrido[2,3-d]pyrimidin-4-ylamino)-phenylsulfanyl]-phenyl}-carbamic acid 2,2,2-trichloro-ethyl ester With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 60℃; for 1h; Stage #2: trifluoroacetic acid	27%

...Expand

: 67004-64-2
2-(1-methyl-2-pyrrolidine)ethanol

: (E)-methyl 5-(4-bromophenyl)-5-(4-hydroxyphenyl)-4-phenylpent-4-enoate

: (E)-methyl 5-(4-bromophenyl)-5-(4-(2-(1-methylpyrrolidin-2-yl)ethoxy)phenyl)-4-phenylpent-4-enoate

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In dichloromethane at 0 - 20℃; Mitsunobu Displacement;	27%

: 67004-64-2
2-(1-methyl-2-pyrrolidine)ethanol

: 1841-57-2
4’-fluoro-[1,1’-biphenyl]-2-carboxylic acid

: 2-(1-methylpyrrolidin-2-yl)ethyl (4'-fluoro[1,1'-biphenyl]-2-yl)amino formic acid

Conditions

Conditions	Yield
Stage #1: 4’-fluoro-[1,1’-biphenyl]-2-carboxylic acid With diphenyl phosphoryl azide; triethylamine In toluene at 20℃; for 1.5h; Reflux; Stage #2: 2-(1-methyl-2-pyrrolidine)ethanol In toluene for 12h; Reflux;	24%

: 67004-64-2
2-(1-methyl-2-pyrrolidine)ethanol

: 3'-chloro-5-fluoro-[1,1'-biphenyl]-2-carboxylic acid

: 2-(1-methylpyrrolidin-2-yl)ethyl(3'-chloro-5-fluoro[1,1'-biphenyl]-2-yl)amino formic acid

Conditions

Conditions	Yield
Stage #1: 3'-chloro-5-fluoro-[1,1'-biphenyl]-2-carboxylic acid With diphenyl phosphoryl azide; triethylamine In toluene at 20℃; for 1.5h; Reflux; Stage #2: 2-(1-methyl-2-pyrrolidine)ethanol In toluene for 12h; Reflux;	21%

: 67004-64-2
2-(1-methyl-2-pyrrolidine)ethanol

: 658085-50-8
5-methylethyl-4-(3-methoxycarbomoyl-4-methylphenylamino)pyrrolo[2,1-f][1,2,4]triazine-6-carboxylic acid

: [4-[[3-[(methoxyamino)carbonyl]-4-methylphenyl]amino]-5-(1-methylethyl)pyrrolo[2,1-f][1,2,4]triazine-6-yl]carbamic acid 2-(1-methyl-2-pyrrolidinyl)ethyl ester

Conditions

Conditions	Yield
With diphenylphosphoryl azide; 4 A molecular sieve; triethylamine In 1,4-dioxane at 20 - 80℃; for 4h;	20%

: 67004-64-2
2-(1-methyl-2-pyrrolidine)ethanol

: 1093254-29-5
3-{[3-(aminomethyl)-6-chloro-2-fluorophenyl]oxy}-5-chlorobenzonitrile

: 24985-85-1
ethyl 5-hydroxyindole-2-carboxylate

: 1093255-61-8
N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-5-{[2-(1-methyl-2-pyrrolidinyl)ethyl]oxy}-1H-indole-2-carboxamide

Conditions

Conditions	Yield
Stage #1: 2-(1-methyl-2-pyrrolidine)ethanol; ethyl 5-hydroxyindole-2-carboxylate With di-tert-butyl-diazodicarboxylate In tetrahydrofuran at 20℃; Stage #2: With water; lithium hydroxide In tetrahydrofuran at 20℃; for 6h; Stage #3: 3-{[3-(aminomethyl)-6-chloro-2-fluorophenyl]oxy}-5-chlorobenzonitrile	2%

...Expand

: 67004-64-2
2-(1-methyl-2-pyrrolidine)ethanol

2.) 1,3-dimethyl-2-fluorobenzenetricarbonylchromium: 2.) 1,3-dimethyl-2-fluorobenzenetricarbonylchromium

: (+/-)-2-<2-(2,6-dimethylphenoxy)ethyl>-1-methylpyrrolidine hydrochloride

Conditions

Conditions	Yield
With iodine; sodium hydride 1.) THF, room temperature, 2.) room temperature; Yield given; Multistep reaction;

: 658085-52-0
5-(6-(azidocarbonyl)-5-isopropylpyrrolo[2,1-f][1,2,4]triazin-4-ylamino)-2,4-difluoro-N-methoxybenzamide

: 67004-64-2
2-(1-methyl-2-pyrrolidine)ethanol

: [4-(2,4-difluoro-5-methoxycarbamoyl-phenylamino)-5-isopropyl-pyrrolo[2,1-f][1,2,4]triazin-6-yl]-carbamic acid 2-(1-methyl-pyrrolidin-2-yl)-ethyl ester

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 85℃; for 2h; Curtius rearrangement;

1-Methyl-2-pyrrolidineethanol Specification

The IUPAC name of 2-Pyrrolidineethanol,1-methyl- is 2-(1-methylpyrrolidin-2-yl)ethanol. With the CAS registry number 67004-64-2, it is also named as 2-(2-Hydroxyethyl)-1-methylpyrrolidine. The product's categories are Building Blocks; Heterocyclic Building Blocks; Pyrrolidines. It is clear yellow to brown liquid which is miscible with water. Additionally, this chemical should be sealed in the container and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 0.11; (2)# of Rule of 5 Violations: 0; (3)ACD/BCF (pH 5.5): 1; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 1; (6)ACD/KOC (pH 7.4): 1; (7)#H bond acceptors: 2; (8)#H bond donors: 1; (9)#Freely Rotating Bonds: 3 ; (10)Index of Refraction: 1.469; (11)Molar Refractivity: 37.583 cm³; (12)Molar Volume: 134.848 cm³; (13)Polarizability: 14.899×10^-24 cm³; (14)Surface Tension: 32.536 dyne/cm; (15)Flash Point: 84.444 °C; (16)Enthalpy of Vaporization: 52.38 kJ/mol; (17)Boiling Point: 214.045 °C at 760 mmHg; (18)Vapour Pressure: 0.035 mmHg at 25°C; (19)Rotatable Bond Count: 2; (20)Exact Mass: 129.115364; (21)MonoIsotopic Mass: 129.115364; (22)Topological Polar Surface Area: 23.5; (23)Heavy Atom Count: 9; (24)Complexity: 85.

Uses of 2-Pyrrolidineethanol,1-methyl-: It can react with 2-(4-phenylbutyl)phenol to get 1-methyl-2-{2-[2-(4-phenylbutyl)phenoxy]ethyl}pyrrolidine. This reaction needs reagent PPh₃ and diethyl azodicarboxylate and solvent CH₂Cl₂ at ambient temperature. The yield is 52 %.

When you are using this chemical, please be cautious about it as the following:
It is not only harmful if swallowed, but also irritating to skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear eye / face protection.

People can use the following data to convert to the molecule structure.
1. SMILES:CN1CCCC1CCO
2. InChI:InChI=1/C7H15NO/c1-8-5-2-3-7(8)4-6-9/h7,9H,2-6H2,1H3
3. InChIKey:FYVMBPXFPFAECB-UHFFFAOYAC

Product Name

1-Methyl-2-pyrrolidineethanol

Synthetic route

1-Methyl-2-pyrrolidineethanol Specification

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