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4408-60-0 Usage

Chemical Properties

White to tan solid

Uses

Mesitylacetic acid may be used to synthesize 2,4,6-trimethvlbenzyl mesitylacetate.

General Description

α2-Chloroisodurene and mesitylacetonitrile are formed as intermediates during the synthesis of mesitylacetic acid. Mesitylacetic acid can be synthesized from mesitylene.

Check Digit Verification of cas no

The CAS Registry Mumber 4408-60-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,4,0 and 8 respectively; the second part has 2 digits, 6 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 4408-60:
(6*4)+(5*4)+(4*0)+(3*8)+(2*6)+(1*0)=80
80 % 10 = 0
So 4408-60-0 is a valid CAS Registry Number.
InChI:InChI=1/C11H14O2/c1-7-4-8(2)10(6-11(12)13)9(3)5-7/h4-5H,6H2,1-3H3,(H,12,13)/p-1

4408-60-0 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (L00334)  Mesitylacetic acid, 98+%   

  • 4408-60-0

  • 1g

  • 280.0CNY

  • Detail
  • Alfa Aesar

  • (L00334)  Mesitylacetic acid, 98+%   

  • 4408-60-0

  • 5g

  • 928.0CNY

  • Detail
  • Alfa Aesar

  • (L00334)  Mesitylacetic acid, 98+%   

  • 4408-60-0

  • 25g

  • 3339.0CNY

  • Detail

4408-60-0Synthetic route

2-ethynyl-1,3,5-trimethylbenzene
769-26-6

2-ethynyl-1,3,5-trimethylbenzene

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
Stage #1: 2-ethynyl-1,3,5-trimethylbenzene With 1-methyl-pyrrolidin-2-one; C17H11ClF6N2Ru(1+) In water at 25℃; for 24h; Inert atmosphere;
Stage #2: With [bis(acetoxy)iodo]benzene at 25℃; for 1h;
91%
carbon monoxide
201230-82-2

carbon monoxide

2-chloromethyl-1,3,5-trimethylbenzene
1585-16-6

2-chloromethyl-1,3,5-trimethylbenzene

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
Stage #1: carbon monoxide With C28H22CoN4O6 In butan-1-ol at 60℃; under 760.051 Torr; for 2h; Glovebox; High pressure; Green chemistry;
Stage #2: 2-chloromethyl-1,3,5-trimethylbenzene With tetra-(n-butyl)ammonium iodide; sodium hydroxide In butan-1-ol at 60℃; under 760.051 Torr; for 22h; Glovebox; High pressure; Green chemistry; regioselective reaction;
82%
C13H15Cl3O2
1255911-42-2

C13H15Cl3O2

A

2,4,6-trimethylphenylacetic acid 2-deuterio-2,2-dichloroethyl ester
1255911-53-5

2,4,6-trimethylphenylacetic acid 2-deuterio-2,2-dichloroethyl ester

B

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
With indium; deuterated ammonium chloride In tetrahydrofuran-d8; water-d2 at 20℃; for 40h; Reflux; chemoselective reaction;A 14%
B 76%
(2,2-dibromoethenyl)-2,4,6-trimethylbenzene
77295-61-5

(2,2-dibromoethenyl)-2,4,6-trimethylbenzene

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
Stage #1: 1,1-Dibrom-2-(2,4,6-trimethylphenyl)ethylen With n-butyllithium In tetrahydrofuran at 0℃; for 1.5h;
Stage #2: With 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane In tetrahydrofuran for 2h;
75%
carbon dioxide
124-38-9

carbon dioxide

2-chloromethyl-1,3,5-trimethylbenzene
1585-16-6

2-chloromethyl-1,3,5-trimethylbenzene

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
With (1,2-dimethoxyethane)dichloronickel(II); C15H27P*(x)BF4*H(1+); magnesium chloride; zinc In N,N-dimethyl-formamide at 20℃; under 760.051 Torr; Schlenk technique;49%
With samarium; chloro-trimethyl-silane; tetra-(n-butyl)ammonium iodide In acetonitrile at 20℃; under 760.051 Torr; for 2h; Electrochemical reaction; Cooling with ice;48%
carbon monoxide
201230-82-2

carbon monoxide

2-chloromethyl-1,3,5-trimethylbenzene
1585-16-6

2-chloromethyl-1,3,5-trimethylbenzene

A

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

B

Mesitylessigsaeure-(2,4,6-trimethyl-benzylester)
4276-82-8

Mesitylessigsaeure-(2,4,6-trimethyl-benzylester)

C

1,3-dimesitylpropanon-1

1,3-dimesitylpropanon-1

Conditions
ConditionsYield
iron pentacarbonyl; tetrabutylammonium sulfate In sodium hydroxide; toluene at 60℃; under 45600 Torr; for 26h;A 37%
B 11%
C 5%
2-chloro-1-(2,4,6-trimethyl-phenyl)-ethanone
50690-12-5

2-chloro-1-(2,4,6-trimethyl-phenyl)-ethanone

A

5,7-dimethylindan-1-one
6682-69-5

5,7-dimethylindan-1-one

B

2,4,6-Trimethylacetophenone
1667-01-2

2,4,6-Trimethylacetophenone

C

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
With methyloxirane In water; acetonitrile for 6h; Irradiation;A 25%
B 22%
C 32%
ethyl α-(phenylseleno) mesityl acetate
138100-85-3

ethyl α-(phenylseleno) mesityl acetate

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
With sodium hydroxide; sodium tetrahydroborate; dithienylditelluride In ethanol for 0.0833333h; Ambient temperature;12%
mesitylacetonitrile
34688-71-6

mesitylacetonitrile

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
With sulfuric acid Erhitzen auf Siedetemperatur;
With potassium hydroxide; ethylene glycol at 155℃;
With potassium hydroxide; ethylene glycol
2,4,6-Trimethylacetophenone
1667-01-2

2,4,6-Trimethylacetophenone

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
With yellow ammonium sulfide at 200 - 220℃; im Druckrohr; Behandeln mit Kali;
Multi-step reaction with 2 steps
1: diluted alkaline potassium permanganate / 0 °C
2: hydriodic acid; red phosphorus / 160 °C
View Scheme
2,4,6-trimethylmandelic acid
20797-56-2

2,4,6-trimethylmandelic acid

A

mesitylenecarboxylic acid
480-63-7

mesitylenecarboxylic acid

B

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
bei der trocknen Destillation;
bei der Destillation;
2,4,6-trimethylmandelic acid
20797-56-2

2,4,6-trimethylmandelic acid

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
With phosphorus; iodine; acetic acid
mesitylglyoxylic acid
3112-46-7

mesitylglyoxylic acid

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
With hydrogenchloride; amalgamated zinc
With phosphorus; hydrogen iodide at 160℃;
With potassium hydroxide; hydrazine hydrate
(i) N2H4*H2O, KOH, triethylene glycol, (ii) (pyrolysis); Multistep reaction;
2-mesityl-acetoacetonitrile
59146-33-7

2-mesityl-acetoacetonitrile

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
With potassium hydroxide In ethylene glycol
2-ethynyl-1,3,5-trimethylbenzene
769-26-6

2-ethynyl-1,3,5-trimethylbenzene

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
Stage #1: 2-ethynyl-1,3,5-trimethylbenzene With 1-methyl-pyrrolidin-2-one; C17H11ClF6N2Ru(1+) In water at 25℃; for 24h; Inert atmosphere;
Stage #2: With [bis(acetoxy)iodo]benzene at 25℃; for 1h;
91%
carbon monoxide
201230-82-2

carbon monoxide

2-chloromethyl-1,3,5-trimethylbenzene
1585-16-6

2-chloromethyl-1,3,5-trimethylbenzene

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
Stage #1: carbon monoxide With C28H22CoN4O6 In butan-1-ol at 60℃; under 760.051 Torr; for 2h; Glovebox; High pressure; Green chemistry;
Stage #2: 2-chloromethyl-1,3,5-trimethylbenzene With tetra-(n-butyl)ammonium iodide; sodium hydroxide In butan-1-ol at 60℃; under 760.051 Torr; for 22h; Glovebox; High pressure; Green chemistry; regioselective reaction;
82%
C13H15Cl3O2
1255911-42-2

C13H15Cl3O2

A

2,4,6-trimethylphenylacetic acid 2-deuterio-2,2-dichloroethyl ester
1255911-53-5

2,4,6-trimethylphenylacetic acid 2-deuterio-2,2-dichloroethyl ester

B

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
With indium; deuterated ammonium chloride In tetrahydrofuran-d8; water-d2 at 20℃; for 40h; Reflux; chemoselective reaction;A 14%
B 76%
(2,2-dibromoethenyl)-2,4,6-trimethylbenzene
77295-61-5

(2,2-dibromoethenyl)-2,4,6-trimethylbenzene

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
Stage #1: 1,1-Dibrom-2-(2,4,6-trimethylphenyl)ethylen With n-butyllithium In tetrahydrofuran at 0℃; for 1.5h;
Stage #2: With 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane In tetrahydrofuran for 2h;
75%
carbon dioxide
124-38-9

carbon dioxide

2-chloromethyl-1,3,5-trimethylbenzene
1585-16-6

2-chloromethyl-1,3,5-trimethylbenzene

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
With (1,2-dimethoxyethane)dichloronickel(II); C15H27P*(x)BF4*H(1+); magnesium chloride; zinc In N,N-dimethyl-formamide at 20℃; under 760.051 Torr; Schlenk technique;49%
With samarium; chloro-trimethyl-silane; tetra-(n-butyl)ammonium iodide In acetonitrile at 20℃; under 760.051 Torr; for 2h; Electrochemical reaction; Cooling with ice;48%
carbon monoxide
201230-82-2

carbon monoxide

2-chloromethyl-1,3,5-trimethylbenzene
1585-16-6

2-chloromethyl-1,3,5-trimethylbenzene

A

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

B

Mesitylessigsaeure-(2,4,6-trimethyl-benzylester)
4276-82-8

Mesitylessigsaeure-(2,4,6-trimethyl-benzylester)

C

1,3-dimesitylpropanon-1

1,3-dimesitylpropanon-1

Conditions
ConditionsYield
iron pentacarbonyl; tetrabutylammonium sulfate In sodium hydroxide; toluene at 60℃; under 45600 Torr; for 26h;A 37%
B 11%
C 5%
2-chloro-1-(2,4,6-trimethyl-phenyl)-ethanone
50690-12-5

2-chloro-1-(2,4,6-trimethyl-phenyl)-ethanone

A

5,7-dimethylindan-1-one
6682-69-5

5,7-dimethylindan-1-one

B

2,4,6-Trimethylacetophenone
1667-01-2

2,4,6-Trimethylacetophenone

C

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
With methyloxirane In water; acetonitrile for 6h; Irradiation;A 25%
B 22%
C 32%
ethyl α-(phenylseleno) mesityl acetate
138100-85-3

ethyl α-(phenylseleno) mesityl acetate

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
With sodium hydroxide; sodium tetrahydroborate; dithienylditelluride In ethanol for 0.0833333h; Ambient temperature;12%
mesitylacetonitrile
34688-71-6

mesitylacetonitrile

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
With sulfuric acid Erhitzen auf Siedetemperatur;
With potassium hydroxide; ethylene glycol at 155℃;
With potassium hydroxide; ethylene glycol
2,4,6-Trimethylacetophenone
1667-01-2

2,4,6-Trimethylacetophenone

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
With yellow ammonium sulfide at 200 - 220℃; im Druckrohr; Behandeln mit Kali;
Multi-step reaction with 2 steps
1: diluted alkaline potassium permanganate / 0 °C
2: hydriodic acid; red phosphorus / 160 °C
View Scheme
2,4,6-trimethylmandelic acid
20797-56-2

2,4,6-trimethylmandelic acid

A

mesitylenecarboxylic acid
480-63-7

mesitylenecarboxylic acid

B

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
bei der trocknen Destillation;
bei der Destillation;
2,4,6-trimethylmandelic acid
20797-56-2

2,4,6-trimethylmandelic acid

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
With phosphorus; iodine; acetic acid
mesitylglyoxylic acid
3112-46-7

mesitylglyoxylic acid

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
With hydrogenchloride; amalgamated zinc
With phosphorus; hydrogen iodide at 160℃;
With potassium hydroxide; hydrazine hydrate
(i) N2H4*H2O, KOH, triethylene glycol, (ii) (pyrolysis); Multistep reaction;
2-mesityl-acetoacetonitrile
59146-33-7

2-mesityl-acetoacetonitrile

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
With potassium hydroxide In ethylene glycol
mesitylketene

mesitylketene

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
With sodium perchlorate; water at 25℃; Rate constant; Mechanism; also in D2O; isotope effect; also in the presence of HClO4 and NaOH; ionic strength 0.10 M;
With sodium perchlorate; water at 25℃; Kinetics;
diethyl ether
60-29-7

diethyl ether

2-chloromethyl-1,3,5-trimethylbenzene
1585-16-6

2-chloromethyl-1,3,5-trimethylbenzene

magnesium

magnesium

A

1,2-dimesitylethane
4674-23-1

1,2-dimesitylethane

B

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
anschliessend Behandeln mit festem Kohlendioxid;
2.4.6-trimethyl-cycloheptatriene-(x.x.x)-carboxylic acid-(1)-ethyl ester

2.4.6-trimethyl-cycloheptatriene-(x.x.x)-carboxylic acid-(1)-ethyl ester

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
at 200℃; im Rohr; Verseifen des erhaltenen Esters mit alkoh. Kalilauge;
2.4.6-trimethyl-cycloheptatriene-(x.x.x)-carboxylic acid-(1)

2.4.6-trimethyl-cycloheptatriene-(x.x.x)-carboxylic acid-(1)

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
With hydrogen bromide; acetic acid at 20℃;
2,4,6-trimethyl-benzyl magnesium chloride

2,4,6-trimethyl-benzyl magnesium chloride

A

1,2-dimesitylethane
4674-23-1

1,2-dimesitylethane

B

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
With carbon dioxide
2,4,6-Trimethylacetophenone
1667-01-2

2,4,6-Trimethylacetophenone

A

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

B

2.4.6-trimethyl-phenylacetic acid amid, ethylmesitylene

2.4.6-trimethyl-phenylacetic acid amid, ethylmesitylene

Conditions
ConditionsYield
With ammonium sulfide unter Druck;
2,4,6-Trimethylacetophenone
1667-01-2

2,4,6-Trimethylacetophenone

yellow ammonium sulfide

yellow ammonium sulfide

A

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

B

2.4.6-trimethyl-phenylacetic acid amide

2.4.6-trimethyl-phenylacetic acid amide

Conditions
ConditionsYield
at 260 - 280℃; im Druckrohr;
2,4,6-Trimethylacetophenone
1667-01-2

2,4,6-Trimethylacetophenone

colorless ammonium sulfide

colorless ammonium sulfide

A

ethylmesitylene
3982-67-0

ethylmesitylene

B

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

C

2.4.6-trimethyl-phenylacetic acid amide

2.4.6-trimethyl-phenylacetic acid amide

Conditions
ConditionsYield
im Autoklaven;
hydrogenchloride
7647-01-0

hydrogenchloride

mesitylglyoxylic acid
3112-46-7

mesitylglyoxylic acid

amalgamated zinc

amalgamated zinc

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

mesitylglyoxylic acid
3112-46-7

mesitylglyoxylic acid

hydrogen iodide
10034-85-2

hydrogen iodide

red phosphorus

red phosphorus

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
at 160℃;
methanol
67-56-1

methanol

3-mesityl-1-phenyl-propane-1,2-dione
98471-39-7

3-mesityl-1-phenyl-propane-1,2-dione

dihydrogen peroxide
7722-84-1

dihydrogen peroxide

aqueous NaOH

aqueous NaOH

A

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

B

benzoic acid
65-85-0

benzoic acid

1,4-dimesityl-butane-1,3-dione

1,4-dimesityl-butane-1,3-dione

A

mesitylenecarboxylic acid
480-63-7

mesitylenecarboxylic acid

B

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

methyl 2-mesitylacetate
41841-19-4

methyl 2-mesitylacetate

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
With sodium hydroxide
2-((E)-3-Chloro-allyl)-1,3,5-trimethyl-benzene

2-((E)-3-Chloro-allyl)-1,3,5-trimethyl-benzene

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
Stage #1: 2-((E)-3-Chloro-allyl)-1,3,5-trimethyl-benzene With ozone In methanol
Stage #2: With dihydrogen peroxide; acetic acid In methanol
2-(2,4,6-trimethylphenyl)ethanol
6950-92-1

2-(2,4,6-trimethylphenyl)ethanol

A

mesitylenecarboxylic acid
480-63-7

mesitylenecarboxylic acid

B

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
With potassium hydroxide In tert-butyl alcohol at 50℃; Electrochemical reaction; Title compound not separated from byproducts.;A 1 % Spectr.
B 10 % Spectr.
mesytaldehyde
487-68-3

mesytaldehyde

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

threo-3-Hydroxy-2,3-dimesityl-propionsaeure
75245-29-3

threo-3-Hydroxy-2,3-dimesityl-propionsaeure

erythro-3-Hydroxy-2,3-dimesityl-propionsaeure
75245-29-3

erythro-3-Hydroxy-2,3-dimesityl-propionsaeure

Conditions
ConditionsYield
Multistep reaction;A 90%
B n/a
Yield given. Multistep reaction;
2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

hydroxycyclopentanecarboxylic acid ethyl ester
41248-23-1

hydroxycyclopentanecarboxylic acid ethyl ester

3-(2,4,6-trimethylphenyl)-2-oxo-1-oxaspiro[4,4]indole-3-en-4-ol
148476-30-6

3-(2,4,6-trimethylphenyl)-2-oxo-1-oxaspiro[4,4]indole-3-en-4-ol

Conditions
ConditionsYield
Stage #1: 2-mesitylacetic acid; hydroxycyclopentanecarboxylic acid ethyl ester With trichlorophosphate In toluene at 20℃;
Stage #2: With sodium hydroxide In toluene for 8h; Reflux;
85%
ethanol
64-17-5

ethanol

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

ethyl 2,4,6-trimethylphenylacetate
5460-08-2

ethyl 2,4,6-trimethylphenylacetate

Conditions
ConditionsYield
With sulfuric acid at 80℃; Inert atmosphere; Schlenk technique;82%
With toluene-4-sulfonic acid
With sulfuric acid Heating;
2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

(2R)-bornane-10,2-sultam
94594-90-8

(2R)-bornane-10,2-sultam

1-((3aS,6R,7aR)-8,8-dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)-2-mesitylethanone

1-((3aS,6R,7aR)-8,8-dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)-2-mesitylethanone

Conditions
ConditionsYield
Stage #1: 2-mesitylacetic acid With pivaloyl chloride; triethylamine In tetrahydrofuran at -78 - 0℃; for 1.08333h; Inert atmosphere;
Stage #2: (2R)-bornane-10,2-sultam With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere;
80%
2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

2-hydroxyresorcinol
87-66-1

2-hydroxyresorcinol

2',3',4'-trihydroxy-2-(2,4,6-trimethylphenyl)acetophenone
1145835-83-1

2',3',4'-trihydroxy-2-(2,4,6-trimethylphenyl)acetophenone

Conditions
ConditionsYield
With boron trifluoride diethyl etherate at 120℃; for 0.166667h;73%
ethyl 8-hydroxy-1-oxaspiro[4,5]decane-8-carboxylate
1111685-24-5

ethyl 8-hydroxy-1-oxaspiro[4,5]decane-8-carboxylate

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

C23H32O5
1111685-26-7

C23H32O5

Conditions
ConditionsYield
Stage #1: 2-mesitylacetic acid With thionyl chloride; N,N-dimethyl-formamide In toluene at 90℃; for 1h;
Stage #2: ethyl 8-hydroxy-1-oxaspiro[4,5]decane-8-carboxylate In toluene at 90℃; for 8h;
Stage #3: With sodium hydroxide In water
72%
2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

4,5,6-triaminopyrimidine
118-70-7

4,5,6-triaminopyrimidine

8-(2,4,6-trimethylbenzyl)-9H-purin-6-amine

8-(2,4,6-trimethylbenzyl)-9H-purin-6-amine

Conditions
ConditionsYield
With pyridine; triphenyl phosphite at 220℃; for 0.5h; Sealed tube; Microwave irradiation;65%
methanol
67-56-1

methanol

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

methyl 2-mesitylacetate
41841-19-4

methyl 2-mesitylacetate

Conditions
ConditionsYield
With hydrogenchloride In water for 3h; Heating / reflux;57%
With hydrogenchloride
sulfuric acid Heating;
With thionyl chloride at 0 - 20℃; for 3h;
benzoimidazole
51-17-2

benzoimidazole

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

(1H-benzo[d]imidazol-1-yl)(mesityl)methanone
93330-85-9

(1H-benzo[d]imidazol-1-yl)(mesityl)methanone

Conditions
ConditionsYield
With pyridine; oxygen; copper(I) bromide In o-xylene at 130℃; under 760.051 Torr; for 24h; Sealed tube; chemoselective reaction;46%
N-[4-(4,5-dihydro-1H-pyrazol-3-yl)-phenyl]-methanesulfonamide trifluoroacetate
1076690-88-4

N-[4-(4,5-dihydro-1H-pyrazol-3-yl)-phenyl]-methanesulfonamide trifluoroacetate

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

N-(4-{1-[2-(2,4,6-trimethyl-phenyl)-acetyl]-4,5-dihydro-1H-pyrazol-3-yl}-phenyl)-methanesulfonamide
1076690-56-6

N-(4-{1-[2-(2,4,6-trimethyl-phenyl)-acetyl]-4,5-dihydro-1H-pyrazol-3-yl}-phenyl)-methanesulfonamide

Conditions
ConditionsYield
Stage #1: 2-mesitylacetic acid With oxalyl dichloride; N,N-dimethyl-formamide In tetrahydrofuran at 20℃; for 1.5h;
Stage #2: N-[4-(4,5-dihydro-1H-pyrazol-3-yl)-phenyl]-methanesulfonamide trifluoroacetate With caesium carbonate In tetrahydrofuran at 20℃; for 2h;
38%
2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

3-isochromanone

3-isochromanone

Conditions
ConditionsYield
With copper dichloride; potassium tetrachloroplatinate In water at 150℃; for 24h;35%
N2-methylbenzene-1,2,3-triamine
60639-52-3

N2-methylbenzene-1,2,3-triamine

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

2-(mesitylmethyl)-1-methyl-1H-benzimidazol-7-amine
1036904-51-4

2-(mesitylmethyl)-1-methyl-1H-benzimidazol-7-amine

Conditions
ConditionsYield
Stage #1: 2-mesitylacetic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 20 - 50℃; for 1h;
Stage #2: N2-methylbenzene-1,2,3-triamine In tetrahydrofuran for 18h; Heating / reflux;
24%
N2-methylbenzene-1,2,3-triamine
60639-52-3

N2-methylbenzene-1,2,3-triamine

2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

2-mesityl-N-[2-(mesitylmethyl)-1-methyl-1H-benzimidazol-7-yl]acetamide
1036904-59-2

2-mesityl-N-[2-(mesitylmethyl)-1-methyl-1H-benzimidazol-7-yl]acetamide

Conditions
ConditionsYield
Stage #1: 2-mesitylacetic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 50℃; for 1h;
Stage #2: N2-methylbenzene-1,2,3-triamine In tetrahydrofuran at 50℃; for 3h; Heating / reflux;
Stage #3: 2-mesitylacetic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran for 2h; Heating / reflux;
22%
2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

2-(2,4,6-trimethylphenyl)ethanol
6950-92-1

2-(2,4,6-trimethylphenyl)ethanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride
Multi-step reaction with 2 steps
1: thionyl chloride / 3 h / 0 - 20 °C
2: lithium aluminium tetrahydride / tetrahydrofuran / 4.5 h / 0 - 20 °C / Inert atmosphere
View Scheme
2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
With thionyl chloride
With thionyl chloride
With phosphorus trichloride
2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

dibromo-(2,4,6-trimethyl-phenyl)-acetic acid

dibromo-(2,4,6-trimethyl-phenyl)-acetic acid

Conditions
ConditionsYield
With bromine; acetic acid
2-mesitylacetic acid
4408-60-0

2-mesitylacetic acid

(2,4,6-trimethyl-3,5-dinitro-phenyl)-acetic acid

(2,4,6-trimethyl-3,5-dinitro-phenyl)-acetic acid

Conditions
ConditionsYield
With nitric acid

4408-60-0Relevant articles and documents

Method for preparing carboxylic acid by one-pot method

-

Paragraph 0061-0065, (2021/01/29)

The invention discloses a method for preparing carboxylic acid by a one-pot method, which comprises the steps of carrying out a Corey-Fuchs process on 1,1-dibromo olefin under the action of n-butyllithium, reacting with isopropanol pinacol borate, quenching with hydrogen chloride, oxidizing with an oxidant, separating and purifying to obtain carboxylic acid. The method disclosed by the invention is a one-pot preparation method, is simple and convenient to operate, does not need to use metal catalysis, uses cheap and easily available reagents for reaction, is green and environment-friendly, hasmild reaction conditions and wide substrate applicability, and provides a new way for rapidly preparing a series of carboxylic acids containing different functional groups.

Synthetic method of fatty acid containing nitrogen heterocycle

-

Paragraph 0042, (2018/07/30)

The invention discloses a synthetic method of fatty acid containing nitrogen heterocycle. The synthetic method comprises the following steps: (S1) adding a heterocyclic compound with substitution of chloromethyl groups, a catalyst and a solvent DMF into a reaction kettle; (S2) introducing carbon dioxide to lead the pressure in the kettle to be 2-4MPa, adjusting and reacting for 10-16 hours at thetemperature of 40-50 DEG C; (S3) adding diluted hydrochloric acid into the reaction kettle to carry out acidification, using ethyl acetate for extraction, combining organic phases, carrying out rotaryevaporation to remove liquid, and further carrying out vacuum drying, thus obtaining the fatty acid containing nitrogen heterocycle. The synthetic method disclosed by the invention has the beneficialeffects that a one-pot method is adopted, the raw materials are easy to obtain, price is low, aftertreatment of products is also simpler, the universality for a substrate is also very high, and the promotion and application are easy.

Synthesis of 1,3-Amino Alcohols, 1,3-Diols, Amines, and Carboxylic Acids from Terminal Alkynes

Zeng, Mingshuo,Herzon, Seth B.

, p. 8604 - 8618 (2015/09/15)

The half-sandwich ruthenium complexes 1-3 activate terminal alkynes toward anti-Markovnikov hydration and reductive hydration under mild conditions. These reactions are believed to proceed via addition of water to metal vinylidene intermediates (4). The functionalization of propargylic alcohols by metal vinylidene pathways is challenging owing to decomposition of the starting material and catalytic intermediates. Here we show that catalyst 2 can be employed to convert propargylic alcohols to 1,3-diols in high yield and with retention of stereochemistry at the propargylic position. The method is also amenable to propargylic amine derivatives, thereby establishing a route to enantioenriched 1,3-amino alcohol products. We also report the development of formal anti-Markovnikov reductive amination and oxidative hydration reactions to access linear amines and carboxylic acids, respectively, from terminal alkynes. This chemistry expands the scope of products that can be prepared from terminal alkynes by practical and high-yielding metal-catalyzed methods.

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