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130342-80-2

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Basic Information
CAS No.: 130342-80-2
Name: 3-(4-chlorophenyl)tropane-2-carboxylic acid methyl ester
Article Data: 15
Molecular Structure:
Molecular Structure of 130342-80-2 (3-(4-chlorophenyl)tropane-2-carboxylic acid methyl ester)
Formula: C16H20 Cl N O2
Molecular Weight: 293.793
Synonyms: 8-Azabicyclo[3.2.1]octane-2-carboxylicacid, 3-(4-chlorophenyl)-8-methyl-, methyl ester, [1R-(exo,exo)]-; O 371;RTI-COC 31
Density: 1.185g/cm3
Boiling Point: 375.9°Cat760mmHg
Flash Point: 181.1°C
PSA: 29.54000
LogP: 3.01720
Related products
Synthetic route
873-77-8

(4-chlorphenyl)magnesium bromide

50373-10-9

methyl ecgonidine

A

130342-80-2

2β-carbomethoxy-3β-(4-chlorophenyl)tropane

B

173830-21-2

2α-carbomethoxy-3β-(4'-chlorophenyl)tropane

Conditions
ConditionsYield
In diethyl ether; dichloromethane at -40℃; for 3.5h;A 70%
B 10%
Stage #1: (4-chlorphenyl)magnesium bromide; methyl ecgonidine In diethyl ether at -45℃;
Stage #2: With trifluoroacetic acid at -78℃; Overall yield = 70 %;		A 60%
B n/a
In diethyl ether at -50 - -45℃; for 2h; Grignard reaction;A 30%
B 14%
...Expand
873-77-8

(4-chlorphenyl)magnesium bromide

50373-10-9

methyl ecgonidine

130342-80-2

2β-carbomethoxy-3β-(4-chlorophenyl)tropane

Conditions
ConditionsYield
In diethyl ether at -40℃; for 2h;49%
In tert-butyl methyl ether at -40℃; for 3h;48%
In diethyl ether; dichloromethane at -50℃; for 3h; Inert atmosphere;44.46%
873-77-8

(4-chlorphenyl)magnesium bromide

50373-10-9

methyl ecgonidine

A

130342-80-2

2β-carbomethoxy-3β-(4-chlorophenyl)tropane

B

184376-54-3

3α-(4-chlorophenyl)tropane-2β-carboxylic acid methyl ester

Conditions
ConditionsYield
Stage #1: (4-chlorphenyl)magnesium bromide; methyl ecgonidine In diethyl ether; dichloromethane at -50℃; for 3h; Inert atmosphere;
Stage #2: With trifluoroacetic acid In diethyl ether; dichloromethane at -78℃; for 0.5h; Inert atmosphere;		A 44%
B n/a
In diethyl ether at -20℃; for 3h;
...Expand
53-21-4

(-)-cocaine hydrochloride

aqueous solution

aqueous solution

130342-80-2

2β-carbomethoxy-3β-(4-chlorophenyl)tropane

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 6 N aq. HCl / 6 h / Heating
2: POCl3 / 4 h / Heating
3: 7.80 g / -40 - 20 °C
4: 49 percent / diethyl ether / 2 h / -40 °C
View Scheme
Multi-step reaction with 3 steps
1: conc. HCl / 20 h / Heating
2: 8.16 g / hydrogen chloride / 72 h / 20 °C
3: 30 percent / diethyl ether / 2 h / -50 - -45 °C
View Scheme
72393-99-8

anhydroecgonine acid chloride

130342-80-2

2β-carbomethoxy-3β-(4-chlorophenyl)tropane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 7.80 g / -40 - 20 °C
2: 49 percent / diethyl ether / 2 h / -40 °C
View Scheme
481-37-8

ecgonine

130342-80-2

2β-carbomethoxy-3β-(4-chlorophenyl)tropane

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: POCl3 / 4 h / Heating
2: 7.80 g / -40 - 20 °C
3: 49 percent / diethyl ether / 2 h / -40 °C
View Scheme
Multi-step reaction with 3 steps
1: POCl3 / 1 h / Heating
2: Ambient temperature
3: 15 percent / diethyl ether / 1 h / -20 °C
View Scheme
484-93-5

ecgonidine

130342-80-2

2β-carbomethoxy-3β-(4-chlorophenyl)tropane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 8.16 g / hydrogen chloride / 72 h / 20 °C
2: 30 percent / diethyl ether / 2 h / -50 - -45 °C
View Scheme
Multi-step reaction with 2 steps
1: Ambient temperature
2: 15 percent / diethyl ether / 1 h / -20 °C
View Scheme
7143-09-1

methyl ecgonine

130342-80-2

2β-carbomethoxy-3β-(4-chlorophenyl)tropane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: POCl3 / 4 h / Heating
2: 0.98 g / diethyl ether / 2 h / -40 °C
View Scheme
Multi-step reaction with 3 steps
1: trichlorophosphate / 4 h / Reflux
2: ammonium hydroxide / water / pH 9
3: tert-butyl methyl ether / 3 h / -40 °C
View Scheme
50-36-2

Cocaine

130342-80-2

2β-carbomethoxy-3β-(4-chlorophenyl)tropane

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1N aq. HCl / 16 h / Heating
2: POCl3 / 4 h / Heating
3: 0.98 g / diethyl ether / 2 h / -40 °C
View Scheme
Multi-step reaction with 4 steps
1: 0.8 N aq. HCl / Heating
2: POCl3 / 1 h / Heating
3: Ambient temperature
4: 15 percent / diethyl ether / 1 h / -20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: hydrogenchloride; water / 20 h / 105 °C
2.1: trichlorophosphate / 3 h / 110 °C
2.2: 5 h / 20 °C / Cooling with ice
3.1: dichloromethane; diethyl ether / 3 h / -50 °C / Inert atmosphere
View Scheme
484-93-5

ecgonidine

A

130342-80-2

2β-carbomethoxy-3β-(4-chlorophenyl)tropane

B

173830-21-2

2α-carbomethoxy-3β-(4'-chlorophenyl)tropane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: hydrogenchloride
2.1: diethyl ether / -45 °C
2.2: -78 °C
View Scheme
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