1,4-dibromo-2-butanol
methylamine
A
1-methyl-3-pyrrolidinol
B
1,4-bis(methylamino)butan-2-ol
Conditions | Yield |
---|---|
In water at 100℃; for 16h; Inert atmosphere; | A 98% B 0.9 g |
Conditions | Yield |
---|---|
In water at 10 - 120℃; under 7500.75 Torr; for 10h; Temperature; Pressure; Autoclave; Sealed tube; | 64.8% |
1-methyl-3-pyrrolidinol
Conditions | Yield |
---|---|
56% |
Conditions | Yield |
---|---|
25% |
ethyl-3-oxo-1-pyrrolidinecarboxylate
1-methyl-3-pyrrolidinol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride |
Conditions | Yield |
---|---|
With ethanol at 125 - 130℃; |
1-methyl-2,5-dihydro-pyrrole
1-methyl-3-pyrrolidinol
Conditions | Yield |
---|---|
With sodium hydroxide; dimethylsulfide borane complex; dihydrogen peroxide Product distribution; var. hydroborating agents, olefin to hydroborating agent ratios, and times; other N-substituted-3-pyrrolines; |
1-methyl-3-pyrrolidinol
ethyl-3-oxo-1-pyrrolidinecarboxylate
diethyl ether
1-methyl-3-pyrrolidinol
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride; acetic acid In tetrahydrofuran |
1-methyl-3-pyrrolidinol
1-methyl-1-oxypyrrolidin-3-ol
Conditions | Yield |
---|---|
With dihydrogen peroxide In ethanol for 21h; Inert atmosphere; | 100% |
1-methyl-3-pyrrolidinol
N-hydroxyphthalimide
2-(1-methylpyrrolidin-3-yloxy)isoindoline-1,3-dione
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0℃; for 6h; Inert atmosphere; | 97% |
phenylacetic acid
1-methyl-3-pyrrolidinol
1-methyl-3-pyrrolidinyl phenylacetate
Conditions | Yield |
---|---|
With 4-pyrrolidin-1-ylpyridine; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; | 91% |
1-methyl-3-pyrrolidinol
Methyl ferulate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; triphenylphosphine In tetrahydrofuran at 0℃; for 0.5h; | 89% |
1-methyl-3-pyrrolidinol
Z-1,4-dichlorobutene
Conditions | Yield |
---|---|
In acetonitrile at 20℃; Inert atmosphere; | 88% |
1-methyl-3-pyrrolidinol
4-fluoro-2-methoxy-1-nitrobenzene
3-(3-methoxy-4-nitro-phenoxy)-1-methyl-pyrrolidine
Conditions | Yield |
---|---|
With potassium hydroxide; tetrabutylammomium bromide In water; toluene at 18 - 60℃; for 18h; | 87% |
With potassium hydroxide; tetrabutylammomium bromide In water; toluene at 60℃; for 18h; | 87% |
With sodium hydride In acetonitrile at 80℃; |
1-methyl-3-pyrrolidinol
Conditions | Yield |
---|---|
Stage #1: 1-methyl-3-pyrrolidinol With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h; Inert atmosphere; Stage #2: N-(4-fluoro-2-methoxy-5-nitrophenyl)-8-(3-fluorophenyl)quinazolin-2-amine In N,N-dimethyl-formamide at 20℃; for 0.5h; | 86.1% |
1-methyl-3-pyrrolidinol
methanesulfonyl chloride
1-methylpyrrolidin-3-yl methanesulfonate
Conditions | Yield |
---|---|
With dmap; triethylamine In dichloromethane at 20℃; for 16h; | 81% |
With triethylamine In benzene for 0.75h; Ambient temperature; | |
With triethylamine In dichloromethane at -10 - 20℃; for 2.08333h; | |
With triethylamine In dichloromethane at 20℃; for 1.5h; Cooling with ice; Inert atmosphere; | |
With sodium hydroxide In dichloromethane at 0℃; | 124 g |
Conditions | Yield |
---|---|
With azodicarboxylic acid bis(2-methoxyethyl) ester; triphenylphosphine In tetrahydrofuran at 20℃; Cooling with ice; | 78.5% |
1-methyl-3-pyrrolidinol
Conditions | Yield |
---|---|
Stage #1: 1-methyl-3-pyrrolidinol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.25h; Stage #2: (R)-(3-((5-bromopyrimidin-2-yl)amino)pyrrolidin-1-yl)(3-fluoro-4-nitrophenyl)methanone In tetrahydrofuran; mineral oil at 0℃; for 1h; Enzymatic reaction; | 73% |
3-HYDROXYPYRIDINE
1-methyl-3-pyrrolidinol
Conditions | Yield |
---|---|
Stage #1: With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at -20℃; for 0.166667h; Stage #2: 1-methyl-3-pyrrolidinol In tetrahydrofuran at -20℃; for 0.166667h; Stage #3: 3-HYDROXYPYRIDINE In tetrahydrofuran at 20℃; Mitsunobu reaction; | 72.9% |
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran Mitsunobu reaction; | |
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran | 260 mg (72.9%) |
1-methyl-3-pyrrolidinol
2-Cyclopentyl-2-hydroxy-2-phenylacetic acid methyl ester
3-(2-cyclopentyl-2-hydroxy-2-phenylacetyloxy)-1-methylpyrrolidine
Conditions | Yield |
---|---|
With sodium In n-heptane for 3h; | 72% |
1-methyl-3-pyrrolidinol
2-cyclopentyl-2-hydroxy-2-phenylacetic acid
3-(2-cyclopentyl-2-hydroxy-2-phenylacetyloxy)-1-methylpyrrolidine
Conditions | Yield |
---|---|
Stage #1: 2-cyclopentyl-2-hydroxy-2-phenylacetic acid With 1,1'-carbonyldiimidazole In toluene at 20℃; for 0.5h; Stage #2: 1-methyl-3-pyrrolidinol In toluene at 20℃; | 71% |
Stage #1: 2-cyclopentyl-2-hydroxy-2-phenylacetic acid With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 18℃; Stage #2: 1-methyl-3-pyrrolidinol In N,N-dimethyl-formamide at 18 - 60℃; for 19h; Product distribution / selectivity; | |
With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 18 - 60℃; for 19h; Inert atmosphere; | |
Stage #1: 2-cyclopentyl-2-hydroxy-2-phenylacetic acid With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 20℃; for 0.333333h; Stage #2: 1-methyl-3-pyrrolidinol In N,N-dimethyl-formamide at 60℃; | Ca.580 g |
(R)-α-phenyl-α-cyclopentyl-α-hydroxyacetate methyl ester
1-methyl-3-pyrrolidinol
N-methyl-3-pyrrolidinyl (-)-cyclopentylmandelate
Conditions | Yield |
---|---|
With sodium In n-heptane for 2h; | 70% |
1-methyl-3-pyrrolidinol
ethyl 6-(4-chloro-3-hydroxyphenyl)-5-(2,6-dimethoxyphenyl)pyridine-2-carboxylate
Ethyl 6-{4-chloro-3-[(1-methylpyrrolidin-3-yl)oxy]phenyl)-5-(2,6-dimethoxyphenyl)pyridine-2-carboxylate
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triethylamine; triphenylphosphine In tetrahydrofuran at 0 - 20℃; Mitsunobu reaction; Inert atmosphere; | 70% |
1-methyl-3-pyrrolidinol
3-nitro-5-(trifluoromethyl)phenol
1-methyl-3-(3-nitro-5-(trifluoromethyl)phenoxy)pyrrolidine
Conditions | Yield |
---|---|
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; for 15h; Cooling with ice; | 67% |
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 25℃; for 15h; Cooling with ice; | 67% |
1-methyl-3-pyrrolidinol
p-toluenesulfonyl chloride
toluene-4-sulfonic acid 1-methylpyrrolidin-3-yl ester
Conditions | Yield |
---|---|
With triethylamine In dichloromethane for 5h; | 66% |
With potassium hydroxide In tetrahydrofuran at 0 - 25℃; for 16h; | 65% |
With potassium hydroxide In tetrahydrofuran at 0 - 25℃; for 16h; | 44% |
With dmap; triethylamine In dichloromethane at 20℃; for 16h; | 31% |
With triethylamine In dichloromethane |
1-methyl-3-pyrrolidinol
2-(4-fluorophenyl)-1-(4-hydroxybenzyl)-6-(phenylmethoxy)-1,2,3,4-tetrahydroisoquinoline
tributylphosphine
1,1'-(Azodicarbonyl)dipiperidin
2-(4-fluorophenyl)-1-[4-(1-methylpyrrolidin-3-yloxy)benzyl]-6-(phenylmethoxy)-1,2,3,4-tetrahydroisoquinoline
Conditions | Yield |
---|---|
In tetrahydrofuran; dichloromethane | 56% |
In tetrahydrofuran; dichloromethane | 56% |
1-methyl-3-pyrrolidinol
N,N-Dimethylcarbamoyl chloride
Conditions | Yield |
---|---|
With sodium hydride In toluene Ambient temperature; | 52% |
1-methyl-3-pyrrolidinol
bis(trichloromethyl) carbonate
Conditions | Yield |
---|---|
Stage #1: bis(trichloromethyl) carbonate; (19Z,22Z)-octacosa-19,22-dien-11-ol With pyridine In toluene at 0 - 10℃; for 1.33333h; Stage #2: 1-methyl-3-pyrrolidinol In toluene at 0 - 20℃; | 50% |
1-methyl-3-pyrrolidinol
5-hydroxy-1-(2-trimethylsilanylethoxymethyl)-1H-indazole-3-carboxylic acid ethyl ester
5-(tetrahydro-2H-pyran-4-yloxy)-1-[2-(trimethylsilyl)ethoxy]methyl-1H-indazole-3-carboxylic acid
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran for 16h; Mitsunobu reaction; | 49% |
1-methyl-3-pyrrolidinol
4-Fluoronitrobenzene
1-methyl-3-(4-nitrophenoxy)pyrrolidine
Conditions | Yield |
---|---|
Stage #1: 1-methyl-3-pyrrolidinol With potassium tert-butylate In tetrahydrofuran at 20℃; for 1h; Stage #2: 4-Fluoronitrobenzene In tetrahydrofuran for 2h; | 44% |
With sodium hydride In 1-methyl-pyrrolidin-2-one |
1-methyl-3-pyrrolidinol
Conditions | Yield |
---|---|
Stage #1: 2-amino-N-(4-methoxypyridin-3-yl)-5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxamide With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile for 0.0833333h; Stage #2: 1-methyl-3-pyrrolidinol With caesium carbonate In acetonitrile at 20℃; for 1h; | 44% |
1-methyl-3-pyrrolidinol
2-chloro-8-cyclopentyl-1-propyl-1,7-dihydro-purin-6-one
8-cyclopentyl-2-(1-methylpyrrolidin-3-yl)oxy-1-propyl-7Hpurin-6-one
Conditions | Yield |
---|---|
With sodium hydride In mineral oil for 3h; Inert atmosphere; Reflux; | 41% |
1-methyl-3-pyrrolidinol
Conditions | Yield |
---|---|
Stage #1: 2-cyclopentyl-2-hydroxy-2-phenylacetic-1-[1-14C] acid With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: 1-methyl-3-pyrrolidinol In N,N-dimethyl-formamide at 20 - 60℃; | A 41% B n/a |
1-methyl-3-pyrrolidinol
diethylazodicarboxylate
Conditions | Yield |
---|---|
With hydrogenchloride; triphenylphosphine In methanol; dichloromethane; isopropyl alcohol | 40% |
1-methyl-3-pyrrolidinol
3-[2-[2-(3-hydroxy-phenyl)-acetylamino]-2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0(2,6)]dec-4-yl)-ethyl]-benzoic acid tert-butyl ester
3-[2-{2-[3-(1-methyl-pyrrolidin-3-yloxy)-phenyl]-acetylamino}-2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0(2,6)]dec-4-yl)-ethyl]-benzoic acid tert-butyl ester
Conditions | Yield |
---|---|
Stage #1: 1-methyl-3-pyrrolidinol; 3-[2-[2-(3-hydroxy-phenyl)-acetylamino]-2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0(2,6)]dec-4-yl)-ethyl]-benzoic acid tert-butyl ester With di-isopropyl azodicarboxylate; triphenylphosphine In dichloromethane Stage #2: With water In dichloromethane | 34% |
IUPAC Name: 1-methylpyrrolidin-3-ol
Empirical Formula: C5H11NO
Molecular Weight: 101.1469g/mol
EINECS: 236-189-3
Structure of 3-Pyrrolidinol,1-methyl- (CAS NO.13220-33-2):
Index of Refraction: 1.496
Molar Refractivity: 28.31 cm3
Molar Volume: 96.7 cm3
Polarizability: 11.22×10-24cm3
Surface Tension: 39 dyne/cm
Density: 1.045 g/cm3
Flash Point: 70.6 °C
Enthalpy of Vaporization: 49.85 kJ/mol
Boiling Point: 192.2 °C at 760 mmHg
Vapour Pressure: 0.132 mmHg at 25°C
Chemical Properties: Clear colorless to pale yellow liquid
Product Categories: Heterocyclic Compounds;Heterocycles;Building Blocks;Heterocyclic Building Blocks;Pyrrolidines
Canonical SMILES: CN1CCC(C1)O
InChI: InChI=1S/C5H11NO/c1-6-3-2-5(7)4-6/h5,7H,2-4H2,1H3
InChIKey: FLVFPAIGVBQGET-UHFFFAOYSA-N
Hazard Codes: Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
WGK Germany: 3
3-Pyrrolidinol,1-methyl- , its cas register number is 13220-33-2. It also can be called 1-Methyl-3-pyrrolidinol ; EINECS 236-189-3 ; NSC 89279 . 3-Pyrrolidinol,1-methyl- (CAS NO.13220-33-2) is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
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