Product Name

  • Name

    4-(DIFLUOROMETHOXY)-3-(CYCLOPROPYLMETHOXY)-BENZALDEHYDE

  • EINECS 1312995-182-4
  • CAS No. 151103-09-2
  • Article Data21
  • CAS DataBase
  • Density 1.277 g/cm3
  • Solubility
  • Melting Point
  • Formula C12H12F2O3
  • Boiling Point 331.3 °C at 760 mmHg
  • Molecular Weight 242.222
  • Flash Point 149.1 °C
  • Transport Information
  • Appearance Light yellow powder
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 151103-09-2 (4-(DIFLUOROMETHOXY)-3-(CYCLOPROPYLMETHOXY)-BENZALDEHYDE)
  • Hazard Symbols
  • Synonyms 3-Cyclopropylmethoxy-4-difluoromethoxybenzaldehyde;
  • PSA 35.53000
  • LogP 2.88930

Synthetic route

cyclopropylcarbinyl bromide
7051-34-5

cyclopropylcarbinyl bromide

4-difluoromethoxy-3-hydroxybenzaldehyde
151103-08-1

4-difluoromethoxy-3-hydroxybenzaldehyde

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde
151103-09-2

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde

Conditions
ConditionsYield
Stage #1: 4-difluoromethoxy-3-hydroxybenzaldehyde With potassium carbonate; potassium iodide In dimethyl sulfoxide at 70℃; for 1h;
Stage #2: cyclopropylcarbinyl bromide In dimethyl sulfoxide at 70℃; for 4h;
99%
With trimethylbenzylammonium bromide; potassium carbonate; potassium iodide In tetrahydrofuran at 0℃; Concentration; Reflux;98.5%
With potassium carbonate In tetrahydrofuran at 0℃; for 14h; Heating / reflux;97%
Cyclopropylmethanol
2516-33-8

Cyclopropylmethanol

4-(difluoromethoxy)-3-fluorobenzaldehyde

4-(difluoromethoxy)-3-fluorobenzaldehyde

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde
151103-09-2

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde

Conditions
ConditionsYield
With potassium tert-butylate In 1,4-dioxane at 70 - 75℃; for 4h; Reagent/catalyst; Solvent; Temperature;96.6%
3-(cyclopropylmethoxy)-4-hydroxybenzaldehyde
25934-52-5

3-(cyclopropylmethoxy)-4-hydroxybenzaldehyde

sodium chlorodifluoroacetate
1895-39-2

sodium chlorodifluoroacetate

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde
151103-09-2

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde

Conditions
ConditionsYield
With sodium hydroxide In N,N-dimethyl-formamide at 120℃; for 2h;84%
3,4-dihydroxybenzaldehyde
139-85-5

3,4-dihydroxybenzaldehyde

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde
151103-09-2

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydroxide / N,N-dimethyl-formamide; water / 2 h / 120 °C
2: potassium carbonate / tetrahydrofuran / 14 h / 0 °C / Reflux
View Scheme
Multi-step reaction with 2 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 20 - 85 °C
1.2: 8 - 10 h / Inert atmosphere
2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 6 h / 75 - 80 °C
View Scheme
Multi-step reaction with 2 steps
1: sodium hydroxide / N,N-dimethyl-formamide; water / 2 h / 120 °C
2: caesium carbonate / N,N-dimethyl-formamide / 1 h / 65 °C
View Scheme
4-benzyloxy-3-hydroxy-benzaldehyde
4049-39-2

4-benzyloxy-3-hydroxy-benzaldehyde

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde
151103-09-2

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: caesium carbonate / N,N-dimethyl-formamide / 1 h / 65 °C
2: palladium 10% on activated carbon; hydrogen / ethyl acetate / 2 h / 20 °C
3: sodium hydroxide / N,N-dimethyl-formamide / 2 h / 120 °C
View Scheme
4-(benzyloxy)-3-(cyclopropylmethoxy)benzaldehyde
1381886-14-1

4-(benzyloxy)-3-(cyclopropylmethoxy)benzaldehyde

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde
151103-09-2

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 2 h / 20 °C
2: sodium hydroxide / N,N-dimethyl-formamide / 2 h / 120 °C
View Scheme
vanillin
121-33-5

vanillin

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde
151103-09-2

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium hydroxide / N,N-dimethyl-formamide / 2 h / 90 °C
2: lithium chloride / N,N-dimethyl-formamide / Reflux
3: potassium carbonate / tetrahydrofuran / 1 h / 20 °C
View Scheme
4-(difluoromethoxy)-3-methoxybenzaldehyde
162401-70-9

4-(difluoromethoxy)-3-methoxybenzaldehyde

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde
151103-09-2

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: lithium chloride / N,N-dimethyl-formamide / Reflux
2: potassium carbonate / tetrahydrofuran / 1 h / 20 °C
View Scheme
3-fluoro-4-hydroxybenzaldehyde
405-05-0

3-fluoro-4-hydroxybenzaldehyde

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde
151103-09-2

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydroxide / N,N-dimethyl-formamide; water / 2 h / 95 - 100 °C
2: potassium tert-butylate / 1,4-dioxane / 4 h / 70 - 75 °C
View Scheme
(R)-2-methylpropane-2-sulfinamide
196929-78-9

(R)-2-methylpropane-2-sulfinamide

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde
151103-09-2

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde

(R)-2-methyl-2-propanesulfinic acid 3-cyclopropylmethoxy-4-(difluoromethoxy)benzylideneamide
1367625-78-2

(R)-2-methyl-2-propanesulfinic acid 3-cyclopropylmethoxy-4-(difluoromethoxy)benzylideneamide

Conditions
ConditionsYield
With titanium(IV) tetraethanolate In tetrahydrofuran at 20℃; for 12h;99.8%
(S)-2-methylpropane-2-sulfinamide
343338-28-3

(S)-2-methylpropane-2-sulfinamide

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde
151103-09-2

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde

(S)-2-methyl-2-propanesulfinic acid 3-cyclopropylmethoxy-4-(difluoromethoxy)benzylideneamide
1367625-79-3

(S)-2-methyl-2-propanesulfinic acid 3-cyclopropylmethoxy-4-(difluoromethoxy)benzylideneamide

Conditions
ConditionsYield
With titanium(IV) tetraethanolate In tetrahydrofuran at 20℃; for 12h;98.8%
3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde
151103-09-2

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzoic acid
162401-62-9

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzoic acid

Conditions
ConditionsYield
With sodium chlorite; aminosulfonic acid In water; acetic acid at 20℃; for 1h;97%
With dihydrogen peroxide; potassium hydroxide In methanol at 65℃; for 1h;97%
With sodium chlorite; aminosulfonic acid In water; acetic acid at 20℃; for 1h; Concentration;97.3%
ethyl (triphenylphosphoranylidene)acetate
1099-45-2

ethyl (triphenylphosphoranylidene)acetate

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde
151103-09-2

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde

ethyl (E)-3-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)acrylate

ethyl (E)-3-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)acrylate

Conditions
ConditionsYield
In dichloromethane at 20℃; Wittig Olefination; Inert atmosphere;97%
3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde
151103-09-2

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde

(R)-4-methylbenzenesulfinic acid 3-cyclopropylmethoxy-4-(difluoromethoxy)benzylideneamide

(R)-4-methylbenzenesulfinic acid 3-cyclopropylmethoxy-4-(difluoromethoxy)benzylideneamide

Conditions
ConditionsYield
Stage #1: (1S,2R,5S)-2-isopropyl-5-methylcyclohexyl (R)-4-methylbenzenesulfinate With lithium hexamethyldisilazane In tetrahydrofuran at -78 - 0℃; for 2h;
Stage #2: 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde In tetrahydrofuran at 0 - 20℃; for 12h;
95.8%
3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde
151103-09-2

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde

3-cyclopropylmethoxy-4-difluoromethoxy-benzaldehyde oxime
888012-88-2

3-cyclopropylmethoxy-4-difluoromethoxy-benzaldehyde oxime

Conditions
ConditionsYield
With hydroxylamine hydrochloride; triethylamine In acetonitrile at 20℃; for 20h; Heating / reflux;95%
With hydroxylamine hydrochloride; sodium carbonate In dimethyl sulfoxide at 20℃;
methylmagnesium bromide
75-16-1

methylmagnesium bromide

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde
151103-09-2

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde

1-[3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl]ethanol

1-[3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl]ethanol

Conditions
ConditionsYield
Stage #1: methylmagnesium bromide; 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde In tetrahydrofuran at -78℃;
Stage #2: With water; ammonium chloride In tetrahydrofuran
94%
dimedone
126-81-8

dimedone

para-bromophenacyl bromide
99-73-0

para-bromophenacyl bromide

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde
151103-09-2

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde

2-[(4-bromophenyl)carbonyl]-3-(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)-6,6-dimethyl-3,5,6,7-tetrahydro-1-benzofuran-4(2H)-one

2-[(4-bromophenyl)carbonyl]-3-(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)-6,6-dimethyl-3,5,6,7-tetrahydro-1-benzofuran-4(2H)-one

Conditions
ConditionsYield
Stage #1: dimedone; para-bromophenacyl bromide; 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde With pyridine In acetonitrile for 3h; Reflux;
Stage #2: With triethylamine In acetonitrile Reflux;
89%
dimedone
126-81-8

dimedone

para-bromophenacyl bromide
99-73-0

para-bromophenacyl bromide

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde
151103-09-2

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde

2-[(4-bromophenyl)carbonyl]-3-(3-cyclopropylmethoxy,4-difluoromethoxyphenyl)-6,6-dimethyl-3,5,6,7-tetrahydro-1-benzofuran-4(2H)-one

2-[(4-bromophenyl)carbonyl]-3-(3-cyclopropylmethoxy,4-difluoromethoxyphenyl)-6,6-dimethyl-3,5,6,7-tetrahydro-1-benzofuran-4(2H)-one

Conditions
ConditionsYield
Stage #1: dimedone; para-bromophenacyl bromide; 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde With pyridine In acetonitrile at 70℃; for 3h;
Stage #2: With triethylamine In acetonitrile at 70℃; for 16h; Temperature; stereospecific reaction;
89%
3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde
151103-09-2

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde

(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-methanol
151450-20-3

(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-methanol

Conditions
ConditionsYield
With sodium tetrahydroborate In tetrahydrofuran; water at 0℃; for 0.166667h;87%
Stage #1: 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde With sodium tetrahydroborate In tetrahydrofuran; methanol at 0 - 20℃; for 24h;
Stage #2: With sodium hydroxide; water
81%
With sodium tetrahydroborate In tetrahydrofuran; methanol at 20℃;
4-Nitrophenacyl bromide
99-81-0

4-Nitrophenacyl bromide

dimedone
126-81-8

dimedone

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde
151103-09-2

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde

3-(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)-6,6-dimethyl-2-(4-nitrophenylcarbonyl)-3,5,6,7-tetrahydro-1-benzofuran-4(2H)-one

3-(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)-6,6-dimethyl-2-(4-nitrophenylcarbonyl)-3,5,6,7-tetrahydro-1-benzofuran-4(2H)-one

Conditions
ConditionsYield
Stage #1: 4-Nitrophenacyl bromide; dimedone; 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde With pyridine In acetonitrile for 3h; Reflux;
Stage #2: With triethylamine In acetonitrile Reflux;
86%
4-Nitrophenacyl bromide
99-81-0

4-Nitrophenacyl bromide

dimedone
126-81-8

dimedone

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde
151103-09-2

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde

3-(3-cyclopropylmethoxy,4-difluoromethoxyphenyl)-6,6-dimethyl-2-(4-nitrophenylcarbonyl)-3,5,6,7-tetrahydro-1-benzofuran-4(2H)-one

3-(3-cyclopropylmethoxy,4-difluoromethoxyphenyl)-6,6-dimethyl-2-(4-nitrophenylcarbonyl)-3,5,6,7-tetrahydro-1-benzofuran-4(2H)-one

Conditions
ConditionsYield
Stage #1: 4-Nitrophenacyl bromide; dimedone; 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde With pyridine In acetonitrile at 70℃; for 3h;
Stage #2: With triethylamine In acetonitrile at 70℃; for 14h; Temperature; stereospecific reaction;
86%
dimedone
126-81-8

dimedone

2-bromo-1-(3,4-dichlorophenyl)ethanone
2632-10-2

2-bromo-1-(3,4-dichlorophenyl)ethanone

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde
151103-09-2

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde

3-(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)-2-[(3,4-dichlorophenyl)carbonyl]-6,6-dimethyl-3,5,6,7-tetrahydro-1-benzofuran-4(2H)-one

3-(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)-2-[(3,4-dichlorophenyl)carbonyl]-6,6-dimethyl-3,5,6,7-tetrahydro-1-benzofuran-4(2H)-one

Conditions
ConditionsYield
Stage #1: dimedone; 2-bromo-1-(3,4-dichlorophenyl)ethanone; 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde With pyridine In acetonitrile for 3h; Reflux;
Stage #2: With triethylamine In acetonitrile Reflux;
85%
dimedone
126-81-8

dimedone

2-Bromo-4'-methoxyacetophenone
2632-13-5

2-Bromo-4'-methoxyacetophenone

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde
151103-09-2

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde

3-(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)-6,6-dimethyl-2-(4-methoxyphenylcarbonyl)-3,5,6,7-tetrahydro-1-benzofuran-4(2H)-one

3-(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)-6,6-dimethyl-2-(4-methoxyphenylcarbonyl)-3,5,6,7-tetrahydro-1-benzofuran-4(2H)-one

Conditions
ConditionsYield
Stage #1: dimedone; 2-Bromo-4'-methoxyacetophenone; 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde With pyridine In acetonitrile for 3h; Reflux;
Stage #2: With triethylamine In acetonitrile Reflux;
84%
dimedone
126-81-8

dimedone

2-Bromo-4'-methoxyacetophenone
2632-13-5

2-Bromo-4'-methoxyacetophenone

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde
151103-09-2

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde

3-(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)-6,6-dimethyl-2-(4-methoxyphenylcarbonyl)-3,5,6,7-tetrahydro-1-benzofuran-4(2H)-one

3-(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)-6,6-dimethyl-2-(4-methoxyphenylcarbonyl)-3,5,6,7-tetrahydro-1-benzofuran-4(2H)-one

Conditions
ConditionsYield
Stage #1: dimedone; 2-Bromo-4'-methoxyacetophenone; 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde With pyridine In acetonitrile at 70℃; for 3h;
Stage #2: With triethylamine In acetonitrile at 70℃; for 15h; Temperature; stereospecific reaction;
84%
acetic anhydride
108-24-7

acetic anhydride

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde
151103-09-2

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde

3-cyclopropylmethoxy-4-difluoromethoxycinnamic acid

3-cyclopropylmethoxy-4-difluoromethoxycinnamic acid

Conditions
ConditionsYield
With potassium carbonate at 140 - 150℃; for 3.5h; Perkin Carboxylic Acid Synthesis;84%
3,5-dichloro-4-picoline
100868-46-0

3,5-dichloro-4-picoline

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde
151103-09-2

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde

1-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-2-(3,5-dichloro-1-pyridin-4-yl)ethanone
1113061-20-3, 1239278-70-6, 1246537-42-7

1-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-2-(3,5-dichloro-1-pyridin-4-yl)ethanone

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran at -30 - -20℃; for 1h;75%
Stage #1: 3,5-dichloro-4-picoline; 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde With potassium tert-butylate In tetrahydrofuran at -30 - -20℃;
Stage #2: With water; ammonium chloride In tetrahydrofuran at -10 - -5℃;
pyridin-4-yl-acetic acid ethyl ester
54401-85-3

pyridin-4-yl-acetic acid ethyl ester

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde
151103-09-2

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde

3-(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)-2-(pyridin-4-yl)acrylic acid ethyl ester
1041846-46-1

3-(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)-2-(pyridin-4-yl)acrylic acid ethyl ester

Conditions
ConditionsYield
With ammonium acetate In acetic acid for 18h; Reflux;75%
1-propynylmagnesium bromide
16466-97-0, 13254-27-8

1-propynylmagnesium bromide

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde
151103-09-2

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde

1-(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)but-2-yn-1-ol

1-(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)but-2-yn-1-ol

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 16h; Inert atmosphere;74%
3,5-dichloro-4-aminopyridine
22889-78-7

3,5-dichloro-4-aminopyridine

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde
151103-09-2

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde

3,5-dichloro-N-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)benzylidene)pyridin-4-amine
1454574-39-0

3,5-dichloro-N-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)benzylidene)pyridin-4-amine

Conditions
ConditionsYield
Stage #1: 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde With trifluoroacetic acid; trimethyl orthoformate In toluene at 20 - 30℃; Inert atmosphere; Reflux;
Stage #2: 3,5-dichloro-4-aminopyridine With trifluoroacetic acid In toluene at 40 - 110℃;
73%
Stage #1: 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde With toluene-4-sulfonic acid; trimethyl orthoformate In toluene for 3h; Reflux;
Stage #2: 3,5-dichloro-4-aminopyridine With toluene-4-sulfonic acid In toluene at 70 - 80℃; for 30h; Reflux;
23%
With N,O-Bis(trimethylsilyl)trifluoroacetamide; toluene-4-sulfonic acid In acetonitrile for 48h; Reagent/catalyst; Reflux;70 %Chromat.
Nitroethane
79-24-3

Nitroethane

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde
151103-09-2

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde

2-(cyclopropylmethoxy)-1-(difluoromethoxy)-4-(2-nitroprop-1-en-1-yl)benzene

2-(cyclopropylmethoxy)-1-(difluoromethoxy)-4-(2-nitroprop-1-en-1-yl)benzene

Conditions
ConditionsYield
With ammonium acetate; acetic acid at 90℃; for 9h; Inert atmosphere;54%
methanol
67-56-1

methanol

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde
151103-09-2

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzoic acid methyl ester

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzoic acid methyl ester

Conditions
ConditionsYield
With Oxone at 55 - 60℃; for 3h;52%
With Oxone at 55 - 60℃; for 3h;52%
3,5-dichloro-4-methylpyridin-1-ium-1-olate
1026899-06-8

3,5-dichloro-4-methylpyridin-1-ium-1-olate

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde
151103-09-2

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde

(R/S)-1-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-2-(3,5-dichloro-1-oxypyridin-4-yl)ethanol
1113061-31-6

(R/S)-1-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-2-(3,5-dichloro-1-oxypyridin-4-yl)ethanol

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran at -35℃; for 0.666667h; Inert atmosphere;42%
With potassium tert-butylate In tetrahydrofuran at -35℃; for 1.16667h;
3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde
151103-09-2

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde

3-cyclopropylmethoxy-4-difluoromethoxybenzyl chloride
153587-18-9

3-cyclopropylmethoxy-4-difluoromethoxybenzyl chloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaBH4 / methanol; tetrahydrofuran / 20 °C
2: SOCl2; DMF / toluene
View Scheme
3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde
151103-09-2

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde

(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)acetonitrile
153276-22-3

(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)acetonitrile

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: NaBH4 / methanol; tetrahydrofuran / 20 °C
2: SOCl2; DMF / toluene
3: ethanol; H2O; dimethylformamide / 2 h / 60 °C
View Scheme
3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde
151103-09-2

3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde

A

C25H26F2N2O3S

C25H26F2N2O3S

B

C25H26F2N2O3S

C25H26F2N2O3S

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -78 - 0 °C
1.2: 12 h / 0 - 20 °C
2.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 - 0 °C
2.2: -78 °C
View Scheme

4-(Difluoromethoxy)-3-(cyclopropylmethoxy)benzaldehyde Specification

The 4-(Difluoromethoxy)-3-(cyclopropylmethoxy)benzaldehyde, its cas register number is 151103-09-2. It also can be called as Benzaldehyde,3-(cyclopropylmethoxy)-4-(difluoromethoxy)- and the Systematic name about this chemical is 3-(cyclopropylmethoxy)-4-(difluoromethoxy)benzaldehyde.

Physical properties about 4-(Difluoromethoxy)-3-(cyclopropylmethoxy)benzaldehyde are: (1)ACD/LogP: 2.69; (2)ACD/LogD (pH 7.4): 2.69; (3)ACD/BCF (pH 5.5): 65.2; (4)ACD/BCF (pH 7.4): 65.2; (5)ACD/KOC (pH 5.5): 692.21; (6)ACD/KOC (pH 7.4): 692.21; (7)#H bond acceptors: 3; (8)#H bond donors: 0; (9)#Freely Rotating Bonds: 6; (10)Polar Surface Area: 35.53Å2; (11)Index of Refraction: 1.529; (12)Molar Refractivity: 58.49 cm3; (13)Molar Volume: 189.6 cm3; (14)Polarizability: 23.18x10-24cm3; (15)Surface Tension: 39.2 dyne/cm; (16)Enthalpy of Vaporization: 57.39 kJ/mol; (17)Vapour Pressure: 0.000157 mmHg at 25°C

You can still convert the following datas into molecular structure:
(1)SMILES: c1cc(c(cc1C=O)OCC2CC2)OC(F)F
(2)InChI: InChI=1/C12H12F2O3/c13-12(14)17-10-4-3-9(6-15)5-11(10)16-7-8-1-2-8/h3-6,8,12H,1-2,7H2
(3)InChIKey: AHVVCELVGCPYGI-UHFFFAOYAB
(4)Std. InChI: InChI=1S/C12H12F2O3/c13-12(14)17-10-4-3-9(6-15)5-11(10)16-7-8-1-2-8/h3-6,8,12H,1-2,7H2
(5)Std. InChIKey: AHVVCELVGCPYGI-UHFFFAOYSA-N

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