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286371-49-1

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Basic Information
CAS No.: 286371-49-1
Name: 7-Benzyloxy-4-chloro-6-methoxy-quinoline
Article Data: 15
Molecular Structure:
Molecular Structure of 286371-49-1 (7-Benzyloxy-4-chloro-6-methoxy-quinoline)
Formula: C17H14ClNO2
Molecular Weight: 299.757
Synonyms: 7-(Benzyloxy)-4-chloro-6-methoxyquinoline;QC-2632;4-chloro-7-benzyloxy-6-methoxy-quinoline;4-chloro-6-methoxy-7-benzyloxyquinoline;
EINECS: 1592732-453-0
Density: 1.262
Boiling Point: 434.8±40.0 °C(Predicted)
PSA: 31.35000
LogP: 4.47580
Related products
Synthetic route
205448-29-9, 849217-23-8

4-hydroxy-6-methoxy-7-benzyloxyquinoline

286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

Conditions
ConditionsYield
Stage #1: 7-benzyloxy-4-hydroxy-6-methoxyquinoline With trichlorophosphate for 2h; Heating / reflux;
Stage #2: With sodium hydrogencarbonate; sodium carbonate In water at 20℃; pH=8;		95%
With trichlorophosphate for 2h; Heating / reflux;95%
With trichlorophosphate In toluene at 120℃; for 1.5h;90%
205448-31-3

4-chloro-6-methoxy-7-hydroxyquinoline

100-39-0

benzyl bromide

286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 45℃; for 2h;95%
205448-29-9, 849217-23-8

6-methoxy-7-benzyloxy-4(1H)-quinolinone

286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

Conditions
ConditionsYield
Stage #1: 6-methoxy-7-benzyloxy-4(1H)-quinolinone With trichlorophosphate at 110℃; for 3h;
Stage #2: With sodium carbonate In chloroform; water Cooling with ice;		94%
With sodium hydroxide; trichlorophosphate In chloroform21%
With trichlorophosphate In acetonitrile for 6h; Reflux;174.8 g
75665-73-5

1-(2-amino-4-(benzyloxy)-5-methoxyphenyl)ethanone

286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium methylate / Dimethyl ether / 0.5 h / 20 °C
1.2: 8 h
2.1: trichlorophosphate / toluene / 2 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1.1: sodium methylate / 1,2-dimethoxyethane / 0.5 h / Inert atmosphere
1.2: Inert atmosphere
2.1: trichlorophosphate / 10 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1.1: sodium methylate / 1,2-dimethoxyethane / 0.5 h
1.2: 15 h / 20 °C
2.1: trichlorophosphate / 4.33 h / Cooling with ice; Reflux
View Scheme
100-39-0

benzyl bromide

286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 40 °C
2.1: nitric acid; sulfuric acid / dichloromethane / 1 h / 0 °C / pH 7 - 8
3.1: ammonium formate; iron / toluene; water / 103 °C
4.1: sodium methylate / Dimethyl ether / 0.5 h / 20 °C
4.2: 8 h
5.1: trichlorophosphate / toluene / 2 h / Reflux
View Scheme
Multi-step reaction with 5 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 40 °C
2.1: nitric acid; sulfuric acid / dichloromethane / 2.25 h / 0 °C
3.1: iron; ammonium acetate / toluene; water / 105 °C
4.1: sodium methylate / 1,2-dimethoxyethane / 0.5 h / Inert atmosphere
4.2: Inert atmosphere
5.1: trichlorophosphate / 10 h / Reflux
View Scheme
Multi-step reaction with 5 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 0.25 h / 20 °C
1.2: 4 h / 20 °C
2.1: nitric acid / dichloromethane / 2 h / -20 - -10 °C
3.1: 5,5-dimethyl-1,3-cyclohexadiene / 15 h / Reflux
4.1: iron; acetic acid / 2 h / 60 - 90 °C
5.1: trichlorophosphate / acetonitrile / 6 h / Reflux
View Scheme
1835-11-6

4-benzyloxy-3-methoxyacetophenone

286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: nitric acid; sulfuric acid / dichloromethane / 1 h / 0 °C / pH 7 - 8
2.1: ammonium formate; iron / toluene; water / 103 °C
3.1: sodium methylate / Dimethyl ether / 0.5 h / 20 °C
3.2: 8 h
4.1: trichlorophosphate / toluene / 2 h / Reflux
View Scheme
Multi-step reaction with 4 steps
1.1: nitric acid; sulfuric acid / dichloromethane / 2.25 h / 0 °C
2.1: iron; ammonium acetate / toluene; water / 105 °C
3.1: sodium methylate / 1,2-dimethoxyethane / 0.5 h / Inert atmosphere
3.2: Inert atmosphere
4.1: trichlorophosphate / 10 h / Reflux
View Scheme
Multi-step reaction with 4 steps
1: nitric acid / dichloromethane / 2 h / -20 - -10 °C
2: 5,5-dimethyl-1,3-cyclohexadiene / 15 h / Reflux
3: iron; acetic acid / 2 h / 60 - 90 °C
4: trichlorophosphate / acetonitrile / 6 h / Reflux
View Scheme
75665-88-2

1-(4-(benzyloxy)-5-methoxy-2-nitrophenyl)ethanone

286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: ammonium formate; iron / toluene; water / 103 °C
2.1: sodium methylate / Dimethyl ether / 0.5 h / 20 °C
2.2: 8 h
3.1: trichlorophosphate / toluene / 2 h / Reflux
View Scheme
Multi-step reaction with 3 steps
1.1: iron; ammonium acetate / toluene; water / 105 °C
2.1: sodium methylate / 1,2-dimethoxyethane / 0.5 h / Inert atmosphere
2.2: Inert atmosphere
3.1: trichlorophosphate / 10 h / Reflux
View Scheme
Multi-step reaction with 3 steps
1: 5,5-dimethyl-1,3-cyclohexadiene / 15 h / Reflux
2: iron; acetic acid / 2 h / 60 - 90 °C
3: trichlorophosphate / acetonitrile / 6 h / Reflux
View Scheme
498-02-2

1-(3-methoxy-4-hydroxyphenyl)ethanone

286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 40 °C
2.1: nitric acid; sulfuric acid / dichloromethane / 1 h / 0 °C / pH 7 - 8
3.1: ammonium formate; iron / toluene; water / 103 °C
4.1: sodium methylate / Dimethyl ether / 0.5 h / 20 °C
4.2: 8 h
5.1: trichlorophosphate / toluene / 2 h / Reflux
View Scheme
Multi-step reaction with 5 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 40 °C
2.1: nitric acid; sulfuric acid / dichloromethane / 2.25 h / 0 °C
3.1: iron; ammonium acetate / toluene; water / 105 °C
4.1: sodium methylate / 1,2-dimethoxyethane / 0.5 h / Inert atmosphere
4.2: Inert atmosphere
5.1: trichlorophosphate / 10 h / Reflux
View Scheme
Multi-step reaction with 5 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 0.25 h / 20 °C
1.2: 4 h / 20 °C
2.1: nitric acid / dichloromethane / 2 h / -20 - -10 °C
3.1: 5,5-dimethyl-1,3-cyclohexadiene / 15 h / Reflux
4.1: iron; acetic acid / 2 h / 60 - 90 °C
5.1: trichlorophosphate / acetonitrile / 6 h / Reflux
View Scheme
205448-28-8

5-{[(3-(benzyloxy)-4-methoxyphenyl)amino]methylene}-2,2-dimethyl-1,3-dioxane-4,6- dione

286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: biphenyl / diphenylether / 1 h / 220 °C / Inert atmosphere
2: trichlorophosphate / 5 h / Inert atmosphere; Reflux
View Scheme
Multi-step reaction with 2 steps
1: 1,2-dichloro-benzene / 7 h / 180 °C
2: trichlorophosphate / toluene / 1.5 h / 120 °C
View Scheme
Multi-step reaction with 2 steps
1: 1,2-dichloro-benzene / 7 h / 180 °C
2: trichlorophosphate / N,N-dimethyl-formamide / 1 h / 100 °C
View Scheme

1-[2-nitro-4-benzyloxy-5-methoxyphenyl]-3-(dimethylamino)prop-2-en-1-one

286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: iron; acetic acid / 2 h / 60 - 90 °C
2: trichlorophosphate / acetonitrile / 6 h / Reflux
View Scheme
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     China (Mainland)  |  Contact Details

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