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2215-77-2

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2215-77-2 Usage

Chemical Properties

white to slightly yellow crystalline powder

Uses

4-Phenoxybenzoic acid can block DNA binding of the human papillomarvirus (HPV) E2 protein. It is employed as an intermediate of Sitafloxacin, which is a fluoroquinolone antibiotic that shows promise in the treatment of Buruli ulcer.

Definition

ChEBI: A phenoxybenzoic acid in which the phenoxy group is para to the carboxy group.

Safety Profile

A poison by intravenous route. When heated to decomposition it emits acrid smoke and irritating vapors.

Check Digit Verification of cas no

The CAS Registry Mumber 2215-77-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,2,1 and 5 respectively; the second part has 2 digits, 7 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 2215-77:
(6*2)+(5*2)+(4*1)+(3*5)+(2*7)+(1*7)=62
62 % 10 = 2
So 2215-77-2 is a valid CAS Registry Number.
InChI:InChI=1/C13H10O3/c14-13(15)10-6-8-12(9-7-10)16-11-4-2-1-3-5-11/h1-9H,(H,14,15)/p-1

2215-77-2 Well-known Company Product Price

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  • Alfa Aesar

  • (A17998)  4-Phenoxybenzoic acid, 99%   

  • 2215-77-2

  • 5g

  • 373.0CNY

  • Detail
  • Alfa Aesar

  • (A17998)  4-Phenoxybenzoic acid, 99%   

  • 2215-77-2

  • 25g

  • 1352.0CNY

  • Detail
  • Alfa Aesar

  • (A17998)  4-Phenoxybenzoic acid, 99%   

  • 2215-77-2

  • 100g

  • 3010.0CNY

  • Detail

2215-77-2Synthetic route

methyl 4-phenoxybenzoate
21218-94-0

methyl 4-phenoxybenzoate

4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

Conditions
ConditionsYield
Stage #1: methyl 4-phenoxybenzoate With water; sodium hydroxide In 1,4-dioxane at 20℃;
Stage #2: With hydrogenchloride In water
100%
With water; sodium hydroxide In ethanol at 20 - 70℃; for 1h;95%
With titanium(IV) oxide; dihydrogen peroxide; sodium hydroxide at 50℃; for 5h; Temperature;92%
4-phenoxybenzonitrile
3096-81-9

4-phenoxybenzonitrile

4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

Conditions
ConditionsYield
With dihydrogen peroxide; potassium hydroxide In methanol; ethanol for 4.5h; Reflux;96%
With potassium phosphate buffer at 30℃; for 72h; Rhodococcus sp. AJ270 cells;59.3%
With potassium hydroxide
carbon monoxide
201230-82-2

carbon monoxide

4-phenoxyanilin
139-59-3

4-phenoxyanilin

4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

Conditions
ConditionsYield
With tert.-butylnitrite; methanesulfonic acid; Ru(2,2'-bipyridine)3Cl2·6H2O; water In acetonitrile at 20℃; for 16h; Autoclave; Irradiation;95%
para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

phenol
108-95-2

phenol

4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 110℃; for 12h;92%
Stage #1: phenol With sodium hydroxide In water at 60℃; for 2h;
Stage #2: para-chlorobenzoic acid In tetralin at 150℃; for 10h; Temperature;
89%
carbon monoxide
201230-82-2

carbon monoxide

4-phenoxybenzene-1-diazonium tetrafluoroborate

4-phenoxybenzene-1-diazonium tetrafluoroborate

4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

Conditions
ConditionsYield
With Ru(2,2'-bipyridine)3Cl2·6H2O; water In acetonitrile at 20℃; under 7500.75 Torr; for 3h; Autoclave; Irradiation;91%
Ethyl 4-hydroxybenzoate
120-47-8

Ethyl 4-hydroxybenzoate

fluorobenzene
462-06-6

fluorobenzene

4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

Conditions
ConditionsYield
Stage #1: Ethyl 4-hydroxybenzoate; fluorobenzene With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 12h;
Stage #2: With lithium hydroxide In tetrahydrofuran; methanol at 20℃; for 0.5h;
90%
4-phenoxybenzoic acid ethyl ester
31994-68-0

4-phenoxybenzoic acid ethyl ester

4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

Conditions
ConditionsYield
With water; sodium hydroxide In tetrahydrofuran; ethanol Reflux;89%
With water; sodium hydroxide In ethanol for 3h; Reflux;87%
With sodium hydroxide In ethanol; water for 3h; Reflux;75%
4-phenoxyphenylglyoxal
70-97-3

4-phenoxyphenylglyoxal

4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

Conditions
ConditionsYield
With iodine; dimethyl sulfoxide at 180℃; for 0.0833333h; Inert atmosphere; Microwave irradiation;88%
4-Bromodiphenyl ether
101-55-3

4-Bromodiphenyl ether

carbon dioxide
124-38-9

carbon dioxide

A

diphenylether
101-84-8

diphenylether

B

4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

Conditions
ConditionsYield
With 1,2-bis(diphenylphosphino)ethane nickel(II) chloride In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide for 10h; Ambient temperature; electrochemically;A 1 mmol
B 86%
1-(4-ethynylphenoxy)benzene
4200-06-0

1-(4-ethynylphenoxy)benzene

4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

Conditions
ConditionsYield
With Oxone; trifluoroacetic acid In 1,4-dioxane for 10h; Reflux; Green chemistry;83%
4-phenoxyacetophenone
5031-78-7

4-phenoxyacetophenone

4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium hypochlorite In ethanol; water80%
With potassium hypochlorite
With sodium hydroxide; water; bromine In ethanol at 40℃; for 3h;
2-chloro-1-(4-(phenoxy)phenyl)ethanone
13075-63-3

2-chloro-1-(4-(phenoxy)phenyl)ethanone

4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

Conditions
ConditionsYield
With sodium hypochlorite; trimethylbenzylammonium bromide; sodium hydroxide In dichloromethane at 0 - 20℃;76.7%
carbon dioxide
124-38-9

carbon dioxide

2-(4-phenoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane

2-(4-phenoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane

4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

Conditions
ConditionsYield
Stage #1: carbon dioxide; 5,5-dimethyl-2-(4-phenoxyphenyl)-1,3,2-dioxaborinane With potassium tert-butylate; silver(I) acetate; triphenylphosphine In 1,4-dioxane at 100℃; under 15201 Torr; for 8h; Inert atmosphere; Autoclave;
Stage #2: With hydrogenchloride In tetrahydrofuran; water Inert atmosphere;
75%
4-Bromodiphenyl ether
101-55-3

4-Bromodiphenyl ether

carbon dioxide
124-38-9

carbon dioxide

potassium carbonate
584-08-7

potassium carbonate

4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

Conditions
ConditionsYield
With nickel(II) bromide dimethoxyethane; 2.9-dimethyl-1,10-phenanthroline; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; C60H36N2 In N,N-dimethyl-formamide at 20℃; for 24h; Molecular sieve; Irradiation;68%
1-(4-phenoxyphenyl)cyclohexan-1-ol

1-(4-phenoxyphenyl)cyclohexan-1-ol

4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

Conditions
ConditionsYield
With iron(III) chloride; cerium(III) chloride; tetrabutyl-ammonium chloride; oxygen In acetonitrile at 20℃; under 760.051 Torr; for 24h; Schlenk technique; Irradiation;58%
n-butyllithium
109-72-8, 29786-93-4

n-butyllithium

4-Bromodiphenyl ether
101-55-3

4-Bromodiphenyl ether

diethyl ether
60-29-7

diethyl ether

4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

Conditions
ConditionsYield
at 26℃; anschliessende Behandlung mit festem CO2;
n-butyllithium
109-72-8, 29786-93-4

n-butyllithium

diethyl ether
60-29-7

diethyl ether

4-phenoxyiodobenzene
2974-94-9

4-phenoxyiodobenzene

A

4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

B

5-iodo-2-phenoxy-benzoic acid
69199-91-3

5-iodo-2-phenoxy-benzoic acid

Conditions
ConditionsYield
at 20 - 35℃; anschliessende Behandlung mit festem CO2;
4-Bromodiphenyl ether
101-55-3

4-Bromodiphenyl ether

diethyl ether
60-29-7

diethyl ether

propyllithium
2417-93-8

propyllithium

4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

Conditions
ConditionsYield
at 26℃; anschliessende Behandlung mit festem CO2;
4-Bromodiphenyl ether
101-55-3

4-Bromodiphenyl ether

4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

Conditions
ConditionsYield
With diethyl ether; propyllithium anschliessend mit festem Kohlendioxid behandeln;
With n-butyllithium; diethyl ether anschliessend mit festem Kohlendioxid behandeln;
4-phenoxy benzaldehyde
67-36-7

4-phenoxy benzaldehyde

A

(4-phenoxyphenyl)methanol
2215-78-3

(4-phenoxyphenyl)methanol

B

4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

Conditions
ConditionsYield
With potassium hydroxide at 60℃;
4-phenoxy benzaldehyde
67-36-7

4-phenoxy benzaldehyde

4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

Conditions
ConditionsYield
With silver(l) oxide
With potassium permanganate
With rat hepatic microsomal aldehyde dehydrogenase; NAD In phosphate buffer; N,N-dimethyl-formamide at 37℃; pH=7.4; Enzyme kinetics; Dehydrogenation;
With potassium permanganate Alkaline aq. solution;
With sodium chlorite; potassium dihydrogenphosphate; 2-methyl-but-2-ene; water In tetrahydrofuran; tert-butyl alcohol Pinnick oxidation;
4-phenoxytoluene
1706-12-3

4-phenoxytoluene

4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

Conditions
ConditionsYield
With potassium permanganate; water
With sodium dichromate; sulfuric acid; acetic acid
4-phenoxybenzamide
29921-15-1

4-phenoxybenzamide

4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

diethyl ether
60-29-7

diethyl ether

4-phenoxyiodobenzene
2974-94-9

4-phenoxyiodobenzene

phenyllithium
591-51-5

phenyllithium

A

4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

B

5-iodo-2-phenoxy-benzoic acid
69199-91-3

5-iodo-2-phenoxy-benzoic acid

Conditions
ConditionsYield
at 20 - 35℃; anschliessende Behandlung mit festem CO2;
carbon dioxide
124-38-9

carbon dioxide

4-phenoxyiodobenzene
2974-94-9

4-phenoxyiodobenzene

4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

Conditions
ConditionsYield
(i) poly-4-lithium-styrene, Et2O, (ii) /BRN= 1900390/; Multistep reaction;
p-phenoxyphenyltellurium(IV) trichloride
36310-34-6

p-phenoxyphenyltellurium(IV) trichloride

A

4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

B

4,4'-diphenoxy-1,1'-biphenyl
2519-16-6

4,4'-diphenoxy-1,1'-biphenyl

Conditions
ConditionsYield
With sodium hydroxide; lithium pentachloropalladate; carbon monoxide 1.) MeCN, 25 deg C, 20 h; 2.) H2O; Yield given. Multistep reaction;
4-phenoxy-phenyl magnesium bromide

4-phenoxy-phenyl magnesium bromide

4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

phenol
108-95-2

phenol

1-carboxy-benzenediazonium sulfate-(4)

1-carboxy-benzenediazonium sulfate-(4)

4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

4-phenoxybenzoyl chloride
1623-95-6

4-phenoxybenzoyl chloride

Conditions
ConditionsYield
With thionyl chloride; N,N-dimethyl-formamide at 70℃; for 3h;100%
With thionyl chloride In N,N-dimethyl-formamide at 70℃; for 3h;100%
With thionyl chloride at 90℃;99%
4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

(4-phenoxyphenyl)methanol
2215-78-3

(4-phenoxyphenyl)methanol

Conditions
ConditionsYield
Stage #1: 4-Phenoxybenzoic acid With sodium hydroxide; sodium tetrahydroborate; sulfuric acid In tetrahydrofuran; diethyl ether at 0 - 20℃; for 4h;
Stage #2: With methanol In tetrahydrofuran; diethyl ether at 0 - 20℃; for 0.5h;
100%
Stage #1: 4-Phenoxybenzoic acid With sodium tetrahydroborate; sulfuric acid In tetrahydrofuran; diethyl ether at 0 - 20℃; for 4h;
Stage #2: With methanol In tetrahydrofuran; diethyl ether at 0 - 20℃; for 0.5h;
100%
Stage #1: 4-Phenoxybenzoic acid With borane-THF In tetrahydrofuran at 20℃;
Stage #2: With hydrogenchloride In water
87%
benzyl (4S)-4-(tert-butoxycarbonyl)amino-5-[(2-methoxyethoxy)methoxy]pentanoate
299432-52-3

benzyl (4S)-4-(tert-butoxycarbonyl)amino-5-[(2-methoxyethoxy)methoxy]pentanoate

4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

benzyl (4S)-5-(2-methoxyethoxy)methoxy-4-[(4-phenoxybenzoyl)amino]pentanoate
911050-53-8

benzyl (4S)-5-(2-methoxyethoxy)methoxy-4-[(4-phenoxybenzoyl)amino]pentanoate

Conditions
ConditionsYield
Stage #1: benzyl (4S)-4-(tert-butoxycarbonyl)amino-5-[(2-methoxyethoxy)methoxy]pentanoate With trifluoroacetic acid In dichloromethane; water at 0℃; for 0.5h;
Stage #2: 4-Phenoxybenzoic acid With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 0℃;
100%
4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

4-chlorodiphenyl ether
7005-72-3

4-chlorodiphenyl ether

Conditions
ConditionsYield
With dichloromethane extract derived from 6percent aqueous hypochlorite/tetra-n-butylammonium bisulfate solution with pH value to 8-9 In dichloromethane at 20℃;100%
4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

tetramethyl ammoniumhydroxide
75-59-2

tetramethyl ammoniumhydroxide

C13H9O3(1-)*C4H12N(1+)

C13H9O3(1-)*C4H12N(1+)

Conditions
ConditionsYield
With water In ethanol at 0 - 20℃; for 0.0833333h;100%
4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

C20H18O3

C20H18O3

C33H26O5

C33H26O5

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 24h;100%
4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

2-cyano-3-oxo-3-(4-phenoxy-phenyl)-propionic acid methyl ester
883560-03-0

2-cyano-3-oxo-3-(4-phenoxy-phenyl)-propionic acid methyl ester

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; diethyl dicarbonate In N,N-dimethyl-formamide99%
With N-ethyl-N,N-diisopropylamine; diethyl dicarbonate In N,N-dimethyl-formamide99%
4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

4-phenoxybenzoyl fluoride
370-12-7

4-phenoxybenzoyl fluoride

Conditions
ConditionsYield
With tetramethylammonium trifluoromethanethiolate In dichloromethane at 25℃; for 2h; Inert atmosphere;99%
With N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; fluoro-N,N,N',N'-tetramethylformamidinium hexafluorophosphate In tetrahydrofuran at 20℃;
1-hydroxy-pyrrolidine-2,5-dione
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

4-phenoxybenzoic acid succinimide ester
437708-50-4

4-phenoxybenzoic acid succinimide ester

Conditions
ConditionsYield
With pyridine; thionyl chloride In acetonitrile at 0 - 20℃; for 1h;98.4%
4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

diethyl (3-aminobenzyl)phosphonate
104139-11-9

diethyl (3-aminobenzyl)phosphonate

diethyl 3-(4-phenoxybenzamido)benzylphosphonate
1456602-22-4

diethyl 3-(4-phenoxybenzamido)benzylphosphonate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 16h;98%
4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

C16H14O5

C16H14O5

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0 - 20℃; for 4h;97%
4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

N,N-dimethylethylenediamine
108-00-9

N,N-dimethylethylenediamine

N,N-dimethyl-2-(4-phenoxybenzamido)ethylamine

N,N-dimethyl-2-(4-phenoxybenzamido)ethylamine

Conditions
ConditionsYield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0 - 20℃;97%
4-tert-Butylaniline
769-92-6

4-tert-Butylaniline

4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

N-(4-tert-butylphenyl)-4-phenoxybenzamide

N-(4-tert-butylphenyl)-4-phenoxybenzamide

Conditions
ConditionsYield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0 - 20℃;97%
2-amino-4-ethoxycarbonyl-pyridine
13362-30-6

2-amino-4-ethoxycarbonyl-pyridine

4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

ethyl 2-(4-phenoxybenzamido)isonicotinate

ethyl 2-(4-phenoxybenzamido)isonicotinate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In chloroform at 50℃; Inert atmosphere;97%
ethanol
64-17-5

ethanol

4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

4-phenoxybenzoic acid ethyl ester
31994-68-0

4-phenoxybenzoic acid ethyl ester

Conditions
ConditionsYield
With acetyl chloride for 3h; Reflux; Inert atmosphere;96%
With sulfuric acid for 72h; Heating;50%
With sulfuric acid
4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

malononitrile
109-77-3

malononitrile

2-[hydroxy-(4-phenoxy-phenyl)-methylene]-malononitrile
330792-68-2

2-[hydroxy-(4-phenoxy-phenyl)-methylene]-malononitrile

Conditions
ConditionsYield
Stage #1: 4-Phenoxybenzoic acid With thionyl chloride for 1h; Heating / reflux;
Stage #2: malononitrile With N-ethyl-N,N-diisopropylamine In tetrahydrofuran; toluene at -10 - 20℃;
96%
Stage #1: 4-Phenoxybenzoic acid With thionyl chloride for 1h; Reflux;
Stage #2: malononitrile With N-ethyl-N,N-diisopropylamine In tetrahydrofuran; toluene at -10 - 20℃;
96%
Stage #1: 4-Phenoxybenzoic acid With thionyl chloride In toluene for 1h; Reflux;
Stage #2: malononitrile With N-ethyl-N,N-diisopropylamine In tetrahydrofuran; toluene at 0 - 20℃;
96%
4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

diethyl (4-aminobenzyl)phosphonate
20074-79-7

diethyl (4-aminobenzyl)phosphonate

diethyl 4-(4-phenoxybenzamido)benzylphosphonate
1456602-21-3

diethyl 4-(4-phenoxybenzamido)benzylphosphonate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 16h;96%
With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane at 0 - 20℃; for 16h;96%
4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

2-(3,4-dimethoxyphenyl)-ethylamine
120-20-7

2-(3,4-dimethoxyphenyl)-ethylamine

N-(3,4-dimethoxyphenethyl)-4-phenoxybenzamide
143576-84-5

N-(3,4-dimethoxyphenethyl)-4-phenoxybenzamide

Conditions
ConditionsYield
Stage #1: 4-Phenoxybenzoic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride at 20℃; for 0.166667h;
Stage #2: 2-(3,4-dimethoxyphenyl)-ethylamine With triethylamine at 20℃;
95%
With hydrogenchloride In dichloromethane
1,4-dioxane
123-91-1

1,4-dioxane

4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

1,4-dioxan-2-yl 4-phenoxybenzoate
1597710-67-2

1,4-dioxan-2-yl 4-phenoxybenzoate

Conditions
ConditionsYield
With iron(III)-acetylacetonate; di-tert-butyl peroxide at 120℃; for 24h; Schlenk technique;94%
3-(TRIFLUOROMETHYL)BENZYLAMINE
2740-83-2

3-(TRIFLUOROMETHYL)BENZYLAMINE

4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

4-phenoxy-N-(3-trifluoromethyl-benzyl)-benzamide

4-phenoxy-N-(3-trifluoromethyl-benzyl)-benzamide

Conditions
ConditionsYield
With benzotriazol-1-ol; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline In dichloromethane at 20℃; for 17.5h;93%
1,2,3,4-tetrahydronaphthalen-1-amine
2217-40-5

1,2,3,4-tetrahydronaphthalen-1-amine

4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

4-phenoxy-N-(1,2,3,4-tetrahydronaphthalen-1-yl)benzamide

4-phenoxy-N-(1,2,3,4-tetrahydronaphthalen-1-yl)benzamide

Conditions
ConditionsYield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃;91%
4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

(3-aminophenyl)phosphonate de diethyle
89277-85-0

(3-aminophenyl)phosphonate de diethyle

diethyl 3-(4-phenoxybenzamido)phenylphosphonate
1456602-20-2

diethyl 3-(4-phenoxybenzamido)phenylphosphonate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; Inert atmosphere;90%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; Inert atmosphere;90%
4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

Cyclopentamine
1003-03-8

Cyclopentamine

N-cyclopentyl-4-phenoxybenzamide

N-cyclopentyl-4-phenoxybenzamide

Conditions
ConditionsYield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0 - 20℃;90%
4-Phenoxybenzoic acid
2215-77-2

4-Phenoxybenzoic acid

aniline
62-53-3

aniline

4-phenoxy-N-phenylbenzamide
864175-69-9

4-phenoxy-N-phenylbenzamide

Conditions
ConditionsYield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0 - 20℃;90%
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃;90%

2215-77-2Relevant articles and documents

Wheeler

, p. 2603 (1961)

Photoinduced FeCl3-Catalyzed Alkyl Aromatics Oxidation toward Degradation of Polystyrene at Room Temperature?

Zhang, Guoxiang,Zhang, Zongnan,Zeng, Rong

supporting information, p. 3225 - 3230 (2021/09/28)

While polystyrene is widely used in daily life as a synthetic plastic, the subsequently selective degradation is still very challenging and highly required. Herein, we disclose a highly practical and selective reaction for the catalytically efficient oxidation of alkyl aromatics (including 1°, 2°, and 3° alkyl aromatics) to carboxylic acids. While dioxygen was used as the sole terminal oxidant, this protocol was catalyzed by the inexpensive and readily available ferric compound (FeCl3) with irradiation of visible light (blue LEDs) under only 1 atmosphere of O2 at room temperature. This system could further facilitate the selective degradation of polystyrene to benzoic acid, providing an important and practical tool to generate high-value chemical from abundant polystyrene wastes.

Oxidative α-C-C Bond Cleavage of 2° and 3° Alcohols to Aromatic Acids with O2at Room Temperature via Iron Photocatalysis

Zhang, Zongnan,Zhang, Guoxiang,Xiong, Ni,Xue, Ting,Zhang, Junjie,Bai, Lu,Guo, Qinyue,Zeng, Rong

, p. 2915 - 2920 (2021/05/05)

The selective α-C-C bond cleavage of unfunctionalized secondary (2°) and tertiary alcohols (3°) is essential for valorization of macromolecules and biopolymers. We developed a blue-light-driven iron catalysis for aerobic oxidation of 2° and 3° alcohols to acids via α-C-C bond cleavages at room temperature. The first example of oxygenation of the simple tertiary alcohols was reported. The iron catalyst and blue light play critical roles to enable the formation of highly reactive O radicals from alcohols and the consequent two α-C-C bond cleavages.

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