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7424-91-1

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7424-91-1 Usage

Chemical Properties

Clear colorless liquid

Uses

Methyl β,β-Dimethoxypropionate is used as a reactant in the preparation of tetrahydro-β-carboline derivatives as antitumor growth and metastasis agents.

Synthesis Reference(s)

The Journal of Organic Chemistry, 50, p. 4157, 1985 DOI: 10.1021/jo00221a038

General Description

Methyl 3,3-dimethoxypropionate was used in the synthesis of 3-indolyl α,β-unsaturated carbonyl compounds.

Check Digit Verification of cas no

The CAS Registry Mumber 7424-91-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 7,4,2 and 4 respectively; the second part has 2 digits, 9 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 7424-91:
(6*7)+(5*4)+(4*2)+(3*4)+(2*9)+(1*1)=101
101 % 10 = 1
So 7424-91-1 is a valid CAS Registry Number.
InChI:InChI=1/C6H12O4/c1-8-5(7)4-6(9-2)10-3/h6H,4H2,1-3H3

7424-91-1 Well-known Company Product Price

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  • (Code)Product description
  • CAS number
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  • Alfa Aesar

  • (B24200)  Methyl 3,3-dimethoxypropionate, 96%   

  • 7424-91-1

  • 10g

  • 433.0CNY

  • Detail
  • Alfa Aesar

  • (B24200)  Methyl 3,3-dimethoxypropionate, 96%   

  • 7424-91-1

  • 50g

  • 1745.0CNY

  • Detail

7424-91-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name METHYL 3,3-DIMETHOXYPROPIONATE

1.2 Other means of identification

Product number -
Other names methyl 3,3-dimethoxypropanoate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:7424-91-1 SDS

7424-91-1Synthetic route

methanol
67-56-1

methanol

(E)-β-methoxycarbonylvinyl phenyl sulphone
1865-13-0

(E)-β-methoxycarbonylvinyl phenyl sulphone

methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

Conditions
ConditionsYield
With sodium for 0.25h;100%
methanol
67-56-1

methanol

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

Conditions
ConditionsYield
With methanesulfonic acid; Pd(OAc)2 on carbon; Pd(OAc)2 on carbon - molybdovanadophosphate; oxygen at 50℃; under 760.051 Torr; for 8h; Oxidation; Addition;95%
With N,N,N,N,N,N-hexamethylphosphoric triamide; oxygen; copper(l) chloride; dichloro bis(acetonitrile) palladium(II) In 1,2-dimethoxyethane at 50℃; for 5.5h; Product distribution; absence of hexamethylphosphoric triamide, other additives;92%
With N,N,N,N,N,N-hexamethylphosphoric triamide; oxygen; copper(l) chloride; dichloro bis(acetonitrile) palladium(II) In 1,2-dimethoxyethane at 50℃; for 5.5h;92%
1,1,1-trichloro-4-methoxy-3-buten-2-one

1,1,1-trichloro-4-methoxy-3-buten-2-one

methanol
67-56-1

methanol

methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

Conditions
ConditionsYield
With potassium hydride at 10 - 50℃; for 12h; Concentration; Temperature;93.5%
With potassium carbonate at 0 - 30℃; for 12h; Reagent/catalyst;81%
With potassium carbonate at 20℃; for 10.5h; Cooling with ice;
trimethyl trans-3-methoxyorthoacrylate
167386-80-3

trimethyl trans-3-methoxyorthoacrylate

trimethyl orthoformate
149-73-5

trimethyl orthoformate

methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

Conditions
ConditionsYield
With toluene-4-sulfonic acid at 100℃; for 2h;91%
3-(Acetyl-isopropyl-amino)-3-methoxy-propionic acid methyl ester
98014-02-9

3-(Acetyl-isopropyl-amino)-3-methoxy-propionic acid methyl ester

methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

Conditions
ConditionsYield
With toluene-4-sulfonic acid In methanol for 2.5h; Heating;90%
methanol
67-56-1

methanol

(E)-1,1,1-trichloro-4-methoxybut-3-en-2-one
116140-91-1

(E)-1,1,1-trichloro-4-methoxybut-3-en-2-one

methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

Conditions
ConditionsYield
With potassium carbonate for 10h; Ambient temperature;80%
methanol
67-56-1

methanol

propynoic acid methyl ester
922-67-8

propynoic acid methyl ester

A

methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

B

methyl (Z)-β-methoxyacrylate
5739-81-1

methyl (Z)-β-methoxyacrylate

Conditions
ConditionsYield
With silver trifluoromethanesulfonate at 70℃; for 20h;A 4%
B 78%
methanol
67-56-1

methanol

propynoic acid methyl ester
922-67-8

propynoic acid methyl ester

methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

Conditions
ConditionsYield
With tributylphosphine In methanol at 20℃; for 168h;71%
methanol
67-56-1

methanol

cyclohexa-1,4-diene
1165952-92-0

cyclohexa-1,4-diene

A

methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

B

malonaldehydebis(dimethylacetal)
102-52-3

malonaldehydebis(dimethylacetal)

C

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

Conditions
ConditionsYield
With hydrogenchloride; ozone -40 deg C, then ca. 30 min reflux; Yields of byproduct given;A 60%
B n/a
C n/a
With hydrogenchloride; ozone at -40℃; -40 deg C, then ca. 30 min reflux; Yield given;A 60%
B n/a
C n/a
With hydrogenchloride; ozone at -40℃; Product distribution;A 60%
B n/a
C n/a
3-mercapto-2-butanone
40789-98-8

3-mercapto-2-butanone

A

methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

B

methyl 4,5-dimethylthiophene-3-carboxylate
14559-13-8

methyl 4,5-dimethylthiophene-3-carboxylate

Conditions
ConditionsYield
Stage #1: methyl crotonate; 3-mercapto-2-butanone With sodium methylate In toluene at 15 - 30℃; Industrial scale;
Stage #2: With hydrogenchloride In water; toluene Industrial scale;
A n/a
B 29.8%
3,3-dimethoxypropionimidate hydrochloride

3,3-dimethoxypropionimidate hydrochloride

methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

Conditions
ConditionsYield
With methanol In hexane for 72h; Ambient temperature;18%
methanol
67-56-1

methanol

levulinic acid methyl ester
624-45-3

levulinic acid methyl ester

A

methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

B

acetic acid methyl ester
79-20-9

acetic acid methyl ester

C

methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

D

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

E

Dimethyl succinate
106-65-0

Dimethyl succinate

Conditions
ConditionsYield
With dihydrogen peroxide; toluene-4-sulfonic acid In water at 80℃; for 6h; Reagent/catalyst; Solvent; Baeyer-Villiger Ketone Oxidation; Overall yield = 22 %;A 13%
B n/a
C n/a
D 8%
E n/a
methanol
67-56-1

methanol

3-oxo-propionic acid ethyl ester
34780-29-5

3-oxo-propionic acid ethyl ester

methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

Conditions
ConditionsYield
With hydrogenchloride at -5℃;
sodium methylate
124-41-4

sodium methylate

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

acetylene
74-86-2

acetylene

methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

Conditions
ConditionsYield
at 80 - 85℃;
methanol
67-56-1

methanol

methyl cis-2-chloroacrylate
3510-44-9

methyl cis-2-chloroacrylate

methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

Conditions
ConditionsYield
With potassium methanolate
methyl 3-methoxyprop-2-enoate
34846-90-7

methyl 3-methoxyprop-2-enoate

sodium methylate
124-41-4

sodium methylate

methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

Conditions
ConditionsYield
With N-Phenyl-2-naphthylamine
sodium methylate
124-41-4

sodium methylate

propynoic acid methyl ester
922-67-8

propynoic acid methyl ester

methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

methanol
67-56-1

methanol

1,1,5,5-tetramethoxy-pent-2-ene
1116-86-5

1,1,5,5-tetramethoxy-pent-2-ene

A

methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

B

1,2-dimethoxy 1,2-dimethoxy-ethane
2517-44-4

1,2-dimethoxy 1,2-dimethoxy-ethane

C

Methyl dimethoxyacetate
89-91-8

Methyl dimethoxyacetate

Conditions
ConditionsYield
With hydrogenchloride; ozone 1.) -40 deg C, 2.) reflux, 1 h; Yield given. Multistep reaction;
With hydrogenchloride; reflux; ozone
methanol
67-56-1

methanol

(E)-3-hexene-1,6-dioic acid
29311-53-3

(E)-3-hexene-1,6-dioic acid

methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

Conditions
ConditionsYield
Yield given. Multistep reaction;
methanol
67-56-1

methanol

dimethyl (2E)-pent-2-enedioate
41527-39-3

dimethyl (2E)-pent-2-enedioate

A

Dimethyl oxalate
553-90-2

Dimethyl oxalate

B

methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

C

Methyl dimethoxyacetate
89-91-8

Methyl dimethoxyacetate

D

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

Conditions
ConditionsYield
With hydrogenchloride; ozone 1.) -40 deg C, 2.) reflux, 1 h; Yield given. Multistep reaction;
With hydrogenchloride; reflux; ozone
methanol
67-56-1

methanol

dimethyl trans-3-hexene-1,6-dioate
25126-93-6

dimethyl trans-3-hexene-1,6-dioate

A

methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

B

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

Conditions
ConditionsYield
With hydrogenchloride; ozone 1.) -40 deg C, 2.) reflux, 1 h; Yield given. Multistep reaction;
With hydrogenchloride; reflux; ozone
methanol
67-56-1

methanol

Methyl linoleate
112-63-0

Methyl linoleate

A

methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

B

1,1-dimethoxyhexane
1599-47-9

1,1-dimethoxyhexane

C

Dimethyl azelate
1732-10-1

Dimethyl azelate

D

9,9-bis(methoxy)nonanoic acid methyl ester
1599-48-0

9,9-bis(methoxy)nonanoic acid methyl ester

Conditions
ConditionsYield
With hydrogenchloride; ozone 1.) 0 deg C, 2.) reflux, ca. 30 min; Yield given. Multistep reaction. Further byproducts given;
With hydrogenchloride; ozone 1.) 0 deg C, 2.) reflux, ca. 30 min; Multistep reaction. Further byproducts given;
methanol
67-56-1

methanol

methyl linolenate
301-00-8

methyl linolenate

A

methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

B

dimethoxypropane
4744-10-9

dimethoxypropane

C

Dimethyl azelate
1732-10-1

Dimethyl azelate

D

9,9-bis(methoxy)nonanoic acid methyl ester
1599-48-0

9,9-bis(methoxy)nonanoic acid methyl ester

Conditions
ConditionsYield
With hydrogenchloride; ozone 1.) 0 deg C, 2.) reflux, ca. 30 min; Yield given. Multistep reaction. Further byproducts given;
With hydrogenchloride; ozone 1.) 0 deg C, 2.) reflux, ca. 30 min; Multistep reaction. Further byproducts given;
methanol
67-56-1

methanol

cyclohexa-1,4-diene
1165952-92-0

cyclohexa-1,4-diene

A

methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

B

(Z)-3-hexenedioic acid dimethyl ester
70354-00-6

(Z)-3-hexenedioic acid dimethyl ester

C

1,1,3,6,6-Pentamethoxyhexan
123331-74-8

1,1,3,6,6-Pentamethoxyhexan

D

4,6,6-Trimethoxyhexansaeure-methylester
123331-76-0

4,6,6-Trimethoxyhexansaeure-methylester

E

(Z)-1,1,6,6-Tetramethoxy-3-hexen
123331-77-1

(Z)-1,1,6,6-Tetramethoxy-3-hexen

F

(Z)-6,6-Dimethoxy-3-hexensaeure-methylester
123331-78-2

(Z)-6,6-Dimethoxy-3-hexensaeure-methylester

Conditions
ConditionsYield
With hydrogenchloride; ozone at -40℃; for 0.583333h; Product distribution; further products were isolated;
methanol
67-56-1

methanol

cyclohexa-1,4-diene
1165952-92-0

cyclohexa-1,4-diene

A

methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

B

(Z)-3-hexenedioic acid dimethyl ester
70354-00-6

(Z)-3-hexenedioic acid dimethyl ester

C

1,1,3,6,6-Pentamethoxyhexan
123331-74-8

1,1,3,6,6-Pentamethoxyhexan

D

(Z)-6,6-Dimethoxy-3-hexensaeure-methylester
123331-78-2

(Z)-6,6-Dimethoxy-3-hexensaeure-methylester

Conditions
ConditionsYield
With hydrogenchloride; ozone at -40℃; for 0.583333h;
methanol
67-56-1

methanol

cyclohexa-1,4-diene
1165952-92-0

cyclohexa-1,4-diene

A

methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

B

(Z)-3-hexenedioic acid dimethyl ester
70354-00-6

(Z)-3-hexenedioic acid dimethyl ester

C

4,6,6-Trimethoxyhexansaeure-methylester
123331-76-0

4,6,6-Trimethoxyhexansaeure-methylester

D

(Z)-6,6-Dimethoxy-3-hexensaeure-methylester
123331-78-2

(Z)-6,6-Dimethoxy-3-hexensaeure-methylester

Conditions
ConditionsYield
With hydrogenchloride; ozone -40 deg C, then 3 d at room temp.;
With hydrogenchloride; ozone at -40℃; for 0.583333h;
methanol
67-56-1

methanol

cyclohexa-1,4-diene
1165952-92-0

cyclohexa-1,4-diene

A

methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

B

(Z)-3-hexenedioic acid dimethyl ester
70354-00-6

(Z)-3-hexenedioic acid dimethyl ester

C

(Z)-1,1,6,6-Tetramethoxy-3-hexen
123331-77-1

(Z)-1,1,6,6-Tetramethoxy-3-hexen

D

(Z)-6,6-Dimethoxy-3-hexensaeure-methylester
123331-78-2

(Z)-6,6-Dimethoxy-3-hexensaeure-methylester

Conditions
ConditionsYield
With hydrogenchloride; ozone Yield given. Multistep reaction;
With hydrogenchloride; ozone -40 deg C, then 3 d at room temp.;
methanol
67-56-1

methanol

(Z)-1,1,6,6-Tetramethoxy-3-hexen
123331-77-1

(Z)-1,1,6,6-Tetramethoxy-3-hexen

A

methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

B

malonaldehydebis(dimethylacetal)
102-52-3

malonaldehydebis(dimethylacetal)

Conditions
ConditionsYield
With hydrogenchloride; ozone 1.) -40 deg C, 2.) reflux, 1 h; Yield given. Multistep reaction;
With hydrogenchloride; reflux; ozone
methanol
67-56-1

methanol

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

A

methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

B

methyl (2E)-3-methoxy-2-propenoate
5788-17-0

methyl (2E)-3-methoxy-2-propenoate

C

methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

Conditions
ConditionsYield
With supercritical CO2; oxygen; copper dichloride; palladium dichloride at 40℃; for 12h; Product distribution; various catalysts and temperatures;
With supercritical CO2; oxygen; copper dichloride; palladium dichloride at 40℃; for 12h;A 91.7 % Chromat.
B 1.2 % Chromat.
C 2.0 % Chromat.
With supercritical CO2; oxygen; dichloro bis(acetonitrile) palladium(II); copper dichloride at 50℃; for 12h;A 81.1 % Chromat.
B 8.8 % Chromat.
C 3.5 % Chromat.
With supercritical CO2; oxygen; copper dichloride; palladium dichloride at 50℃; for 12h;A 42.9 % Chromat.
B 3.1 % Chromat.
C 6.6 % Chromat.
sodium methylate
124-41-4

sodium methylate

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

acetylene
74-86-2

acetylene

A

methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

B

methyl 3-methoxyprop-2-enoate
34846-90-7

methyl 3-methoxyprop-2-enoate

C

dimethoxysuccinate de methyle
2215-04-5

dimethoxysuccinate de methyle

D

methoxymaleic acid dimethyl ester

methoxymaleic acid dimethyl ester

Conditions
ConditionsYield
at 80℃;
methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

3,3-dimethoxypropionic acid
6191-98-6

3,3-dimethoxypropionic acid

Conditions
ConditionsYield
With potassium hydroxide In methanol at 20℃; for 1.5h;100%
With water; sodium hydroxide at 110℃; for 0.5h; Inert atmosphere;95%
With lithium hydroxide In tetrahydrofuran; methanol; water Inert atmosphere;95%
methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

Methyl formate
107-31-3

Methyl formate

sodium 2-(dimethoxymethyl)-3-methoxy-3-oxoprop-1-en-1-olate

sodium 2-(dimethoxymethyl)-3-methoxy-3-oxoprop-1-en-1-olate

Conditions
ConditionsYield
With sodium hydride In 1,2-dimethoxyethane; mineral oil at -5 - 50℃; for 17h;100%
With sodium hydride In 1,2-dimethoxyethane; mineral oil at 20 - 45℃; Inert atmosphere; Cooling with ice;83%
With sodium hydride In 1,2-dimethoxyethane at 0 - 50℃; for 20h;73%
chloraminophenamide
121-30-2

chloraminophenamide

methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

2H-1,2,4-benzothiadiazine-7-(aminosulfonyl)-6-chloro-3,4-dihydro-1,1-dioxide-3-acetic acid methyl ester

2H-1,2,4-benzothiadiazine-7-(aminosulfonyl)-6-chloro-3,4-dihydro-1,1-dioxide-3-acetic acid methyl ester

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane; water at 40 - 90℃; for 0.5h;100%
methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

5-fluoro-2-iodoaniline

5-fluoro-2-iodoaniline

N-(5-fluoro-2-iodophenyl)-3,3-dimethoxypropanamide

N-(5-fluoro-2-iodophenyl)-3,3-dimethoxypropanamide

Conditions
ConditionsYield
With sodium hexamethyldisilazane In tetrahydrofuran at 0 - 20℃; for 1.5h; Inert atmosphere;100%
methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

3-hydroxy-1,1-dimethoxy-propane
92403-95-7

3-hydroxy-1,1-dimethoxy-propane

Conditions
ConditionsYield
Stage #1: methyl 3,3-dimethoxypropionate With lithium aluminium tetrahydride In diethyl ether at 0℃; for 1h;
Stage #2: With water; sodium hydroxide In diethyl ether for 1h;
99%
With lithium aluminium tetrahydride In diethyl ether at 0℃; for 1h;95%
1,2,3-trimethoxybenzene
621-23-8

1,2,3-trimethoxybenzene

methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

(E)-3-(2,4,6-trimethoxy-phenyl)-acrylic acid methyl ester
115130-74-0

(E)-3-(2,4,6-trimethoxy-phenyl)-acrylic acid methyl ester

Conditions
ConditionsYield
With hydrogenchloride In water; acetic acid at 25℃; for 1h; Product distribution / selectivity;98%
5-(5-amino-2-ethoxyphenyl)-1-methyl-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]-pyrimidin-7-one
147677-00-7

5-(5-amino-2-ethoxyphenyl)-1-methyl-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]-pyrimidin-7-one

methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

methyl 3-[4-ethoxy-3-(1-methyl-7-oxo-3-propyl-6H-pyrazolo[4,3-d]pyrimidin-5-yl)anilino]propanoate

methyl 3-[4-ethoxy-3-(1-methyl-7-oxo-3-propyl-6H-pyrazolo[4,3-d]pyrimidin-5-yl)anilino]propanoate

Conditions
ConditionsYield
With triethylsilane; trifluoroacetic acid In dichloromethane at 20℃; Inert atmosphere;98%
With triethylsilane; trifluoroacetic acid In dichloromethane at 20℃; Inert atmosphere;98%
methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

4-methoxyphenylhydrazine hydrochloride
19501-58-7

4-methoxyphenylhydrazine hydrochloride

methyl 5-methoxy-1H-indole-3-carboxylate
172595-68-5

methyl 5-methoxy-1H-indole-3-carboxylate

Conditions
ConditionsYield
With acetic acid at 70℃; for 4.5h;97%
methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

ethylmagnesium bromide
925-90-6

ethylmagnesium bromide

1-(2,2-dimethoxyethyl)cyclopropan-1-ol
832142-15-1

1-(2,2-dimethoxyethyl)cyclopropan-1-ol

Conditions
ConditionsYield
titanium(IV) isopropylate In diethyl ether at 25℃; for 18h; Kulinkovich reaction;96%
Stage #1: methyl 3,3-dimethoxypropionate With titanium(IV) isopropylate In tetrahydrofuran; diethyl ether at 0℃; for 0.166667h;
Stage #2: ethylmagnesium bromide In tetrahydrofuran; diethyl ether at 10 - 25℃; for 0.5h;
89%
With titanium(IV) isopropylate In tetrahydrofuran; diethyl ether at 0 - 20℃; for 8h; Inert atmosphere;
methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

5,7-dfluoro-2-(4-fluorophenyl)-1H-indole

5,7-dfluoro-2-(4-fluorophenyl)-1H-indole

methyl (E)-3-[5,7-dfluoro-2-(4-fluorophenyl)-1H-indol-3-yl]prop-2-enoate

methyl (E)-3-[5,7-dfluoro-2-(4-fluorophenyl)-1H-indol-3-yl]prop-2-enoate

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane for 4h; Reflux;96%
methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

C25H42O8

C25H42O8

C29H46O10

C29H46O10

Conditions
ConditionsYield
With toluene-4-sulfonic acid In dichloromethane at 20℃; for 1.5h;94%
methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

3-(4'-fluorophenyl)-1-(1'-methylethyl)-1H-indole
93957-49-4

3-(4'-fluorophenyl)-1-(1'-methylethyl)-1H-indole

methyl trans-3-[3-(4-fluorophenyl)-1-isopropyl-1H-indol-2-yl]acrylate

methyl trans-3-[3-(4-fluorophenyl)-1-isopropyl-1H-indol-2-yl]acrylate

Conditions
ConditionsYield
With water; trichlorophosphate In acetic acid at 25℃; for 9h; Product distribution / selectivity;93%
With water; trichlorophosphate In acetonitrile at 50℃; for 18h;53 % Chromat.
methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

C18H20O4S
1379822-72-6

C18H20O4S

(±)-(1α,6β)-3β-methyl-7β-(4-benzenesulfonyloxyphenyl)-2,8-dioxabicyclo[4.4.0]decan-9-one

(±)-(1α,6β)-3β-methyl-7β-(4-benzenesulfonyloxyphenyl)-2,8-dioxabicyclo[4.4.0]decan-9-one

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate In dichloromethane at -30℃; for 1h; Inert atmosphere;93%
methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

methyl 3-methoxyprop-2-enoate
34846-90-7

methyl 3-methoxyprop-2-enoate

Conditions
ConditionsYield
With toluene-4-sulfonic acid at 160℃; for 7.5h;91%
methanesulfonic acid at 160℃; for 6h; Product distribution / selectivity;85%
With potassium hydrogensulfate at 150 - 160℃; for 4h; Reagent/catalyst;82%
methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

Methyl formate
107-31-3

Methyl formate

sodium (1Z)-2-(dimethoxymethyl)-3-methoxy-3-oxoprop-1-en-1-olate

sodium (1Z)-2-(dimethoxymethyl)-3-methoxy-3-oxoprop-1-en-1-olate

Conditions
ConditionsYield
With sodium hydride In 1,2-dimethoxyethane at 0 - 35℃; for 16.5h;90%
Stage #1: methyl 3,3-dimethoxypropionate With sodium hydride In 1,2-dimethoxyethane; mineral oil at 40 - 50℃; for 0.5h;
Stage #2: Methyl formate In 1,2-dimethoxyethane; mineral oil at 0 - 50℃;
61%
Stage #1: methyl 3,3-dimethoxypropionate With sodium hydride In 1,2-dimethoxyethane; mineral oil at 40 - 50℃; for 0.5h;
Stage #2: Methyl formate In 1,2-dimethoxyethane; mineral oil at 40 - 50℃; for 2h;
61%
methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

2-bromo-5-fluoroaniline
1003-99-2

2-bromo-5-fluoroaniline

N-(2-bromo-5-fluorophenyl)-3,3-dimethoxypropanamide

N-(2-bromo-5-fluorophenyl)-3,3-dimethoxypropanamide

Conditions
ConditionsYield
With sodium hexamethyldisilazane In tetrahydrofuran at 0 - 15℃; for 18h; Inert atmosphere;90%
With sodium hexamethyldisilazane In tetrahydrofuran; 2-methyltetrahydrofuran at 0 - 22℃; for 16h;
With sodium hexamethyldisilazane In tetrahydrofuran at 0 - 15℃; for 18h;
With sodium hexamethyldisilazane In tetrahydrofuran at 0 - 15℃; for 18h;
With sodium hexamethyldisilazane In tetrahydrofuran at 0 - 15℃; for 18.1667h;100 mg
methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

1-aminocarbonyl-3-methyl-4-methoxycarbonyl-1,2-diaza-1,3-diene
63160-41-8

1-aminocarbonyl-3-methyl-4-methoxycarbonyl-1,2-diaza-1,3-diene

dimethyl 1-[(aminocarbonyl)amino]-2-methyl-1H-pyrrole-3,4-dicarboxylate

dimethyl 1-[(aminocarbonyl)amino]-2-methyl-1H-pyrrole-3,4-dicarboxylate

Conditions
ConditionsYield
Stage #1: methyl 3,3-dimethoxypropionate With Dowex 50W In water at 20℃; for 24h;
Stage #2: 1-aminocarbonyl-3-methyl-4-methoxycarbonyl-1,2-diaza-1,3-diene With Duolite A 102 In water at 20℃; for 10h; Further stages.;
89%
methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

C6H5BrN4

C6H5BrN4

C11H13BrN4O3

C11H13BrN4O3

Conditions
ConditionsYield
With potassium hydride In tetrahydrofuran at 0 - 25℃; for 5.5h; Reagent/catalyst;88.4%
N-(thiophen-3-yl)acetamide
42602-67-5

N-(thiophen-3-yl)acetamide

methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

(E)-3-(3-Acetylamino-thiophen-2-yl)-acrylic acid methyl ester

(E)-3-(3-Acetylamino-thiophen-2-yl)-acrylic acid methyl ester

Conditions
ConditionsYield
With hydrogenchloride In dichloromethane for 2h; Ambient temperature;88%
methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane at 95℃; for 1h; Inert atmosphere;88%
With hydrogenchloride In 1,4-dioxane at 95℃; for 1h; Inert atmosphere;88%
Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 0 - 25℃; for 5.5h;87.8%
Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene at 80℃; for 6h;87%
Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 40℃; for 3h;86%
Conditions
ConditionsYield
With sodium In diethyl ether for 48h; Ambient temperature;85%
Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 20℃; for 24h;85%
With trifluoroacetic acid In dichloromethane at 20℃; for 8h; Inert atmosphere;

7424-91-1Relevant articles and documents

Green preparation method of uracil

-

Paragraph 0025, (2021/01/25)

The invention relates to a green preparation method of uracil, which comprises the following steps: proportionally mixing acetate, alkali and a benzene solvent in a reaction bottle to obtain a mixed solution, introducing carbon monoxide, pressurizing to generate aldehyde, adding a hydrogen chloride alcohol solution into the reaction bottle, and carrying out condensation reaction on aldehyde and the hydrogen chloride alcohol solution to obtain acetal, and adding urea into the reaction bottle, reacting acetal with urea to obtain a condensate, adding alkali into the reaction bottle, reacting alkali with the condensate to generate uracil sodium salt, adding acidic water into the reaction bottle, crystallizing, cooling, and filtering to obtain uracil. Carbon monoxide and acetate are innovatively used as raw materials, alkali such as sodium methoxide is used for one-pot catalytic synthesis of uracil, the synthesis method in the whole process is mild in condition, simple in process and high in yield and purity, the purposes of few three wastes and environmental protection are achieved, and the method has a good large-scale application prospect.

Preparation method of methyl 3-methoxyacrylate

-

Paragraph 0020-0026, (2020/12/10)

The invention relates to a synthetic method of methyl 3-methoxyacrylate. The method is characterized by comprising the following steps that: (1) methyl 3, 3-dimethoxypropionate is synthesized from ketene dimer and trimethyl orthoformate at 25-90 DEG C under the catalytic action of an alkaline substance by taking alcohols as a solvent, and the molar ratio of the ketene dimer to trimethyl orthoformate to the alkaline substance is controlled to be 1: (1.0-5.0): (0.5-5.0); and (2) after the reaction is finished, the methyl 3, 3-dimethoxypropionate is cracked under the action of a catalyst to generate 3-methoxy methyl acrylate, and controlling the molar ratio of the methyl 3, 3-dimethoxypropionate to the catalyst to be 1: (1.0-5.0) and the reaction temperature to be 100-200 DEG C. According tothe method, raw materials are cheap and easy to obtain; the synthesis method is simple to operate; the reaction conditions are mild; requirements on equipment are low; and requirements of industrial large-scale production are met.

Preparation method of 3,3-dialkoxylpropionate

-

Paragraph 0029; 0033; 0037, (2017/09/02)

The invention belongs to the technical field of preparation of drug intermediates and in particular relates to a preparation method of 3,3-dialkoxylpropionate. The preparation method comprises the following steps: firstly, taking alkyl vinyl ether and trichloroacetyl chloride as raw materials; reacting under a certain condition to obtain an intermediate product 1,1,1-trichloro-4-alkoxyl-3-butene-2-one; reacting under an alkaline condition to obtain a target product 3,3-dialkoxylpropionate. The preparation method of the 3,3-dialkoxylpropionate, provided by the invention, has the following active effects that one raw material is directly used as a solvent (trichloroacetyl chloride) to react and the recycling and consumption of the solvent in a production process are reduced to a certain extent; after the reaction, an alcohol solvent can be recycled and is used for reacting for the next time, so that the recycling is realized and the scheme meets the requirements of green chemistry; a preparation process is simple, low in energy consumption and low in cost and can be in mass production.

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