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118133-15-6

Basic Information
CAS No.: 118133-15-6
Name: 1-(ETHOXYCARBONYL)-4-PIPERIDINECARBOXYLIC ACID
Article Data: 5
Molecular Structure:
Molecular Structure of 118133-15-6 (1-(ETHOXYCARBONYL)-4-PIPERIDINECARBOXYLIC ACID)
Formula: C9H15NO4
Molecular Weight: 201.222
Synonyms: 1-(ETHOXYCARBONYL)PIPERIDINE-4-CARBOXYLIC ACID;1-(ETHOXYCARBONYL)-4-PIPERIDINECARBOXYLIC ACID;4-Carboxy-1-(ethoxycarbonyl)piperidine, Ethyl 4-carboxypiperidine-1-carboxylate;N-(Ethoxycarbonyl)isonipecoticacid;N-(Ethoxycarbonyl)piperidine-4-carboxylicacid
Density: 1.227
Melting Point: 68-70
Boiling Point: 343.0±35.0 °C(Predicted)
Hazard Symbols: Xi
PSA: 66.84000
LogP: 0.87740
Synthetic route
498-94-2

isonipecotic acid

541-41-3

chloroformic acid ethyl ester

118133-15-6

1-ethoxycarbonylpiperidine-4-carboxylic acid

Conditions
ConditionsYield
With sodium hydroxide In water at 0 - 30℃; for 3h;92%
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 5h;91%
With sodium carbonate In tetrahydrofuran; water at 20℃; for 2h;91.9%
In sodium hydroxide
With sodium carbonate In toluene at 20℃;
118133-15-6

1-ethoxycarbonylpiperidine-4-carboxylic acid

1267986-38-8

4-Chlorodeacetylcolchicine

4-chloro-N-[1-(ethoxycarbonyl)piperidin-4-ylcarbonyl]deacetyl colchicine

Conditions
ConditionsYield
Stage #1: 1-ethoxycarbonylpiperidine-4-carboxylic acid With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 0.5h; Cooling with ice; Inert atmosphere;
Stage #2: 4-Chlorodeacetylcolchicine In dichloromethane at 20℃;
93%
118133-15-6

1-ethoxycarbonylpiperidine-4-carboxylic acid

49823-14-5

1-(2-phenylethyl)-1H-imidazole

[1-(2-phenylethyl)-1H-imidazole-2-yl](piperidin-4-yl)methanone dihydrobromide

Conditions
ConditionsYield
Stage #1: 1-ethoxycarbonylpiperidine-4-carboxylic acid With thionyl chloride In N,N-dimethyl-formamide; toluene at 50 - 55℃; for 2h;
Stage #2: 1-(2-phenylethyl)-1H-imidazole With triethylamine In acetonitrile at 0 - 20℃; for 5h; Inert atmosphere;
Stage #3: With hydrogen bromide In water at 25 - 90℃; for 12.16h;
90%
118133-15-6

1-ethoxycarbonylpiperidine-4-carboxylic acid

541-41-3

chloroformic acid ethyl ester

40339-67-1

ethyl 1-(ethoxycarbonyl)piperidine-4-carboxylate

Conditions
ConditionsYield
Stage #1: 1-ethoxycarbonylpiperidine-4-carboxylic acid With triethylamine In dichloromethane at 0℃; for 0.25h;
Stage #2: chloroformic acid ethyl ester In dichloromethane at 0℃; for 0.5h;
Stage #3: In ethanol; dichloromethane at 20℃;
78%
With triethylamine at 20℃; for 12h;
118133-15-6

1-ethoxycarbonylpiperidine-4-carboxylic acid

3182-95-4

L-Phenylalaninol

541-41-3

chloroformic acid ethyl ester

147323-79-3

1-ethoxycarbonylpiperidine-4-carboxylic acid-(1S)-(1-formyl-2-phenyl)ethylamide

Conditions
ConditionsYield
With sodium hydrogencarbonate; triethylamine In sodium chloride; chloroform; water; sulfur trioxide pyridine complex; dimethyl sulfoxide41%
118133-15-6

1-ethoxycarbonylpiperidine-4-carboxylic acid

146801-00-5

(1-ethoxycarbonylpiperidin-4-yl)carbonyl chloride

Conditions
ConditionsYield
With thionyl chloride In N,N-dimethyl-formamide; toluene
With thionyl chloride In N,N-dimethyl-formamide; toluene
With thionyl chloride In dichloromethane at 0℃;
118133-15-6

1-ethoxycarbonylpiperidine-4-carboxylic acid

541-41-3

chloroformic acid ethyl ester

118156-56-2

ethyl 4-(hydroxymethyl)-1-piperidinecarboxylate

Conditions
ConditionsYield
With sodium bicarbonate; sodium borohydrid; sodium chloride; triethylamine In tetrahydrofuran; water
118133-15-6

1-ethoxycarbonylpiperidine-4-carboxylic acid

142654-73-7

11-piperidin-4-ylidene-6,11-dihydro-5H-imidazo[2,1-b][3]benzazepine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: thionyl chloride / toluene; N,N-dimethyl-formamide / 2 h / 50 - 55 °C
1.2: 5 h / 0 - 20 °C / Inert atmosphere
1.3: 12.16 h / 25 - 90 °C
2.1: sodium hydroxide / water; dichloromethane / 0.5 h
2.2: 10 h / 25 - 145 °C
View Scheme
Multi-step reaction with 3 steps
1.1: thionyl chloride / toluene; N,N-dimethyl-formamide / 2 h / 50 - 55 °C
1.2: 5 h / 0 - 20 °C / Inert atmosphere
1.3: 12.16 h / 25 - 90 °C
2.1: sodium carbonate / dichloromethane
3.1: trifluorormethanesulfonic acid / dichloromethane / 25 - 140 °C
View Scheme
118133-15-6

1-ethoxycarbonylpiperidine-4-carboxylic acid

5,6-dihydro-11-(1-methyl-4-piperidinylidene)-11H-imidazo[2,1-b][3]benzazepine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: thionyl chloride / toluene; N,N-dimethyl-formamide / 2 h / 50 - 55 °C
1.2: 5 h / 0 - 20 °C / Inert atmosphere
1.3: 12.16 h / 25 - 90 °C
2.1: sodium hydroxide / water; dichloromethane / 0.5 h
2.2: 10 h / 25 - 145 °C
3.1: formic acid / 1 h / 75 - 80 °C
View Scheme
Multi-step reaction with 4 steps
1.1: thionyl chloride / toluene; N,N-dimethyl-formamide / 2 h / 50 - 55 °C
1.2: 5 h / 0 - 20 °C / Inert atmosphere
1.3: 12.16 h / 25 - 90 °C
2.1: sodium carbonate / dichloromethane
3.1: trifluorormethanesulfonic acid / dichloromethane / 25 - 140 °C
4.1: formic acid / 1 h / 75 - 80 °C
View Scheme
118133-15-6

1-ethoxycarbonylpiperidine-4-carboxylic acid

A

(11-(1-methylacridin-4-ylidene)-6,11-dihydro-5H-benzo[d]imidazo[1,2-a]azepine-3-yl)methanol

B

147083-92-9

6,11-dihydro-2,3-dihydroxymethyl-11-(1-methyl-4-piperidinylidene)-5H-imidazo[2,1-b][3]-benzazepine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: thionyl chloride / toluene; N,N-dimethyl-formamide / 2 h / 50 - 55 °C
1.2: 5 h / 0 - 20 °C / Inert atmosphere
1.3: 12.16 h / 25 - 90 °C
2.1: sodium hydroxide / water; dichloromethane / 0.5 h
2.2: 10 h / 25 - 145 °C
3.1: formic acid / 1 h / 75 - 80 °C
4.1: acetic acid; potassium acetate / water / 25 - 100 °C
View Scheme
Multi-step reaction with 5 steps
1.1: thionyl chloride / toluene; N,N-dimethyl-formamide / 2 h / 50 - 55 °C
1.2: 5 h / 0 - 20 °C / Inert atmosphere
1.3: 12.16 h / 25 - 90 °C
2.1: sodium carbonate / dichloromethane
3.1: trifluorormethanesulfonic acid / dichloromethane / 25 - 140 °C
4.1: formic acid / 1 h / 75 - 80 °C
5.1: acetic acid; potassium acetate / water / 25 - 100 °C
View Scheme
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118156-56-2
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