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3852-09-3

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3852-09-3 Usage

Chemical Properties

clear colorless liquid

Uses

Methyl 3-methoxypropionate may be employed as acylation reagent for the lipase-catalyzed N-acylation of 1-phenylethanamine. It may be used in the synthesis of poly(2-hydroxylethyl 5-norbornene-2-carboxylate /t-butyl 5-norbornene-2-carboxylate /5-norbornene-2-carboxylic acid /maleic anhydride) resists. Lithographic performance of these resists was studied using ArF stepper.

General Description

Methyl 3-methoxypropionate is an ester.

Check Digit Verification of cas no

The CAS Registry Mumber 3852-09-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,8,5 and 2 respectively; the second part has 2 digits, 0 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 3852-09:
(6*3)+(5*8)+(4*5)+(3*2)+(2*0)+(1*9)=93
93 % 10 = 3
So 3852-09-3 is a valid CAS Registry Number.
InChI:InChI=1/C5H10O3/c1-7-4-3-5(6)8-2/h3-4H2,1-2H3

3852-09-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name Methyl 3-methoxypropionate

1.2 Other means of identification

Product number -
Other names Propanoic acid, 3-methoxy-, methyl ester

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:3852-09-3 SDS

3852-09-3Synthetic route

methanol
67-56-1

methanol

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

Conditions
ConditionsYield
With sodium methylate at 60℃; for 8h;99%
With sodium methylate; 4-methoxy-phenol at 40 - 60℃; for 6h; Temperature; Reagent/catalyst;99%
With triethylamine at 20℃; for 8h; Temperature; Reagent/catalyst; Large scale;98%
sodium methylate
124-41-4

sodium methylate

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

Conditions
ConditionsYield
With 4-methoxy-phenol In methanol at 40 - 60℃; for 6h; Reagent/catalyst;99%
In methanol for 24h; Heating;54%
lithium methanolate
865-34-9

lithium methanolate

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

Conditions
ConditionsYield
With hydroquinone In methanol at 40℃; for 20h;88%
methanol
67-56-1

methanol

Tetracarbonyleisenkomplexe des Ethylens

Tetracarbonyleisenkomplexe des Ethylens

A

Methyl 3-bromopropionate
3395-91-3

Methyl 3-bromopropionate

B

methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

C

ethylene dibromide
106-93-4

ethylene dibromide

D

2-Bromoethyl methyl ether
6482-24-2

2-Bromoethyl methyl ether

Conditions
ConditionsYield
With bromine at -80℃; temperature up to 30 deg C;A 67%
B n/a
C n/a
D n/a
acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

A

methyl 3-methyoxypropionate

methyl 3-methyoxypropionate

B

methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

Conditions
ConditionsYield
With sodium methylate In methanolA 65%
B n/a
acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

cyclohexanol
108-93-0

cyclohexanol

A

methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

B

cyclohexyl acrylate
3066-71-5

cyclohexyl acrylate

C

3-Methoxy-propionic acid cyclohexyl ester
112032-53-8

3-Methoxy-propionic acid cyclohexyl ester

Conditions
ConditionsYield
With n-butyllithium; bis(acetylacetonate)nickel(II) In benzene at 90℃; for 5h; Product distribution;A 22%
B 23%
C 52%
2-pentanol
584-02-1

2-pentanol

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

A

methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

B

3-pentyl acrylate
4513-35-3

3-pentyl acrylate

C

3-Methoxy-propionic acid 1-ethyl-propyl ester
112032-52-7

3-Methoxy-propionic acid 1-ethyl-propyl ester

Conditions
ConditionsYield
With n-butyllithium; bis(acetylacetonate)nickel(II) In benzene at 90℃; for 5h; Product distribution; other temp., other time;A 19%
B 25%
C 48%
acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

isopropyl alcohol
67-63-0

isopropyl alcohol

A

methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

B

isopropyl acrylate
689-12-3

isopropyl acrylate

C

isopropyl 3-methoxypropionate
10500-14-8

isopropyl 3-methoxypropionate

D

3-isopropoxy-propionic acid isopropyl ester
4220-74-0

3-isopropoxy-propionic acid isopropyl ester

Conditions
ConditionsYield
With n-butyllithium; bis(acetylacetonate)nickel(II) In benzene at 90℃; for 5h; Product distribution; other temp, other time;A 17%
B 15%
C 42%
D 26%
acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

A

methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

B

sec-butyl acrylate
2998-08-5

sec-butyl acrylate

C

3-methoxy-propionic acid sec-butyl ester
112032-50-5

3-methoxy-propionic acid sec-butyl ester

D

3-sec-butoxy-propionic acid sec-butyl ester
112032-51-6

3-sec-butoxy-propionic acid sec-butyl ester

Conditions
ConditionsYield
With n-butyllithium; bis(acetylacetonate)nickel(II) In benzene at 90℃; for 5h; Product distribution;A 27%
B 28%
C 33%
D 6%
acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

tert-butyl alcohol
75-65-0

tert-butyl alcohol

A

tert-Butyl acrylate
1663-39-4

tert-Butyl acrylate

B

methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

C

3-tert.-Butoxypropionsaeuremethylester
81048-08-0

3-tert.-Butoxypropionsaeuremethylester

D

3-Methoxy-propionic acid tert-butyl ester
112032-54-9

3-Methoxy-propionic acid tert-butyl ester

E

tert-butyl β-tert-butoxypropionate
21150-74-3

tert-butyl β-tert-butoxypropionate

Conditions
ConditionsYield
With n-butyllithium; bis(acetylacetonate)nickel(II) In benzene at 90℃; for 5h; Product distribution; other time, other temp.;A 33%
B 26%
C 9%
D 32%
E 3%
(1S,2R,5S)-(+)-menthol
15356-60-2

(1S,2R,5S)-(+)-menthol

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

A

methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

B

(1S,2R,5S)‐2‐isopropyl‐5‐methylcyclohexyl acrylate
108945-28-4

(1S,2R,5S)‐2‐isopropyl‐5‐methylcyclohexyl acrylate

Conditions
ConditionsYield
With n-butyllithium; bis(acetylacetonate)nickel(II) In benzene at 90℃; for 5h; Product distribution;A 22%
B 23%
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
Ketene
463-51-4

Ketene

Dimethoxymethane
109-87-5

Dimethoxymethane

methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

Conditions
ConditionsYield
at -80 - 10℃; in Gegenwart von sauren Katalysatoren;
With boron trifluoride at -80℃;
methanol
67-56-1

methanol

β-Propiolactone
57-57-8

β-Propiolactone

methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

Conditions
ConditionsYield
With sulfuric acid at 65℃;
methyl 3-iodopropanoate
5029-66-3

methyl 3-iodopropanoate

sodium methylate
124-41-4

sodium methylate

methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

methanol
67-56-1

methanol

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

A

3-Methoxypropionic acid
2544-06-1

3-Methoxypropionic acid

B

methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

Conditions
ConditionsYield
With sodium
sodium methylate
124-41-4

sodium methylate

methyl 3-chloropropionate
6001-87-2

methyl 3-chloropropionate

methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

Conditions
ConditionsYield
beim nachfolgendes Kochen;
methanol
67-56-1

methanol

3-(N-Nitroso-methoxycarbonylamino)-propionsaeure-methylester
89601-13-8

3-(N-Nitroso-methoxycarbonylamino)-propionsaeure-methylester

methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

Conditions
ConditionsYield
With potassium carbonate
methanol
67-56-1

methanol

methyl 3-bromopropanimidate hydrochloride

methyl 3-bromopropanimidate hydrochloride

methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

Conditions
ConditionsYield
In diethyl ether
allyl acrylate
999-55-3

allyl acrylate

sodium methylate
124-41-4

sodium methylate

methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

Conditions
ConditionsYield
In methanol
methyl vinyl ketone
78-94-4

methyl vinyl ketone

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

A

1-methoxybutan-3-one
6975-85-5

1-methoxybutan-3-one

B

methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

Conditions
ConditionsYield
With sodium hydroxide; cetyltrimethylammonim bromide In dichloromethaneA 28 % Chromat.
B 10 % Chromat.
thiophenol
108-98-5

thiophenol

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

A

methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

B

methyl 3-phenylthiopropanoate
22198-59-0

methyl 3-phenylthiopropanoate

Conditions
ConditionsYield
With sodium 1.) methanol; 2.) reflux, 1 h; Yield given. Multistep reaction. Yields of byproduct given;
methanol
67-56-1

methanol

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

A

methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

B

methyl 3-phenylthiopropanoate
22198-59-0

methyl 3-phenylthiopropanoate

Conditions
ConditionsYield
With sodium; thiophenol 1.) methanol; 2.) reflux, 1 h; Yield given. Multistep reaction. Yields of byproduct given;
methanol
67-56-1

methanol

acrylic acid
79-10-7

acrylic acid

A

methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

B

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

Conditions
ConditionsYield
With toluene-4-sulfonic acid at 111.1℃; for 0.25h; Product distribution; Kinetics; other times, temp.;
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.
methanol
67-56-1

methanol

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

sodium

sodium

methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

Ketene
463-51-4

Ketene

Dimethoxymethane
109-87-5

Dimethoxymethane

sulfuric acid
7664-93-9

sulfuric acid

methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

Conditions
ConditionsYield
at 4℃;
Ketene
463-51-4

Ketene

Dimethoxymethane
109-87-5

Dimethoxymethane

boron trifluoride
7637-07-2

boron trifluoride

methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

Conditions
ConditionsYield
at -80℃;
Ketene
463-51-4

Ketene

Dimethoxymethane
109-87-5

Dimethoxymethane

ZnCl2

ZnCl2

methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

Conditions
ConditionsYield
at 4℃;
methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

dimethyl amine
124-40-3

dimethyl amine

β-methoxy-N,N-dimethylpropionic acid amide
53185-52-7

β-methoxy-N,N-dimethylpropionic acid amide

Conditions
ConditionsYield
With zinc(II) trifluoroacetate at 0 - 40℃; for 8h; Reagent/catalyst; Autoclave;99%
With sodium methylate; glycerol at 60℃; for 6h; Autoclave;86%
With potassium tert-butylate at 20℃; under 600.06 Torr; for 4h; Product distribution / selectivity; Autoclave;
With sodium methylate; ethylene glycol at 60℃; for 8h; Product distribution / selectivity; Autoclave;
methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

(RS)-1-methyl-3-phenylpropylamine
22374-89-6

(RS)-1-methyl-3-phenylpropylamine

(R)-3-methoxy-N-(4-phenylbutan-2-yl)propanamide
1322805-06-0

(R)-3-methoxy-N-(4-phenylbutan-2-yl)propanamide

Conditions
ConditionsYield
With Candida antarctica lipase B; Octanethiol; [Ir(2-phenylpyridine)2(4,4′-di-tert-butyl-2,2′-bipyridine)](PF6) In acetonitrile at 38℃; for 24h; Concentration; Schlenk technique; Molecular sieve; Inert atmosphere; Irradiation; Enzymatic reaction; enantioselective reaction;98%
methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

1-aminooctadecane
124-30-1

1-aminooctadecane

β-methoxy-N-stearylamide

β-methoxy-N-stearylamide

Conditions
ConditionsYield
With iron(II) triflate In N,N-dimethyl-formamide at 80℃; for 2h;98%
methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

2-amino-1-phenylpropane
60-15-1, 156-34-3, 51-64-9, 300-62-9

2-amino-1-phenylpropane

(R)-3-methoxy-N-(1-phenylpropan-2-yl)propanamide
1322805-08-2

(R)-3-methoxy-N-(1-phenylpropan-2-yl)propanamide

Conditions
ConditionsYield
With Candida antarctica lipase B; Octanethiol; [Ir(2-phenylpyridine)2(4,4′-di-tert-butyl-2,2′-bipyridine)](PF6) In acetonitrile at 38℃; for 72h; Schlenk technique; Molecular sieve; Inert atmosphere; Irradiation; Enzymatic reaction; enantioselective reaction;97%
methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

C12H19N

C12H19N

(R)-N-(4-(3,5-dimethylphenyl) butan-2-yl)-3-methoxypropanamide

(R)-N-(4-(3,5-dimethylphenyl) butan-2-yl)-3-methoxypropanamide

Conditions
ConditionsYield
With Candida antarctica lipase B; Octanethiol; [Ir(2-phenylpyridine)2(4,4′-di-tert-butyl-2,2′-bipyridine)](PF6) In acetonitrile at 38℃; for 72h; Schlenk technique; Molecular sieve; Inert atmosphere; Irradiation; Enzymatic reaction; enantioselective reaction;96%
methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

C12H19N

C12H19N

(R)-N-(4-(2,4-dimethylphenyl)butan-2-yl)-3-methoxypropanamide

(R)-N-(4-(2,4-dimethylphenyl)butan-2-yl)-3-methoxypropanamide

Conditions
ConditionsYield
With Candida antarctica lipase B; Octanethiol; [Ir(2-phenylpyridine)2(4,4′-di-tert-butyl-2,2′-bipyridine)](PF6) In acetonitrile at 38℃; for 72h; Schlenk technique; Molecular sieve; Inert atmosphere; Irradiation; Enzymatic reaction; enantioselective reaction;95%
methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

4-methylamphetamine
64-11-9

4-methylamphetamine

(R)-3-methoxy-N-(1-(p-tolyl)propan-2-yl)propanamide

(R)-3-methoxy-N-(1-(p-tolyl)propan-2-yl)propanamide

Conditions
ConditionsYield
With Candida antarctica lipase B; Octanethiol; [Ir(2-phenylpyridine)2(4,4′-di-tert-butyl-2,2′-bipyridine)](PF6) In acetonitrile at 38℃; for 72h; Schlenk technique; Molecular sieve; Inert atmosphere; Irradiation; Enzymatic reaction; enantioselective reaction;95%
methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

C11H17N

C11H17N

(R)-3-methoxy-N-(4-(o-tolyl)butan-2-yl)propanamide

(R)-3-methoxy-N-(4-(o-tolyl)butan-2-yl)propanamide

Conditions
ConditionsYield
With Candida antarctica lipase B; Octanethiol; [Ir(2-phenylpyridine)2(4,4′-di-tert-butyl-2,2′-bipyridine)](PF6) In acetonitrile at 38℃; for 72h; Schlenk technique; Molecular sieve; Inert atmosphere; Irradiation; Enzymatic reaction; enantioselective reaction;94%
methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

C11H17N

C11H17N

(R)-3-methoxy-N-(4-(m-tolyl)butan-2-yl)propanamide

(R)-3-methoxy-N-(4-(m-tolyl)butan-2-yl)propanamide

Conditions
ConditionsYield
With Candida antarctica lipase B; Octanethiol; [Ir(2-phenylpyridine)2(4,4′-di-tert-butyl-2,2′-bipyridine)](PF6) In acetonitrile at 38℃; for 72h; Schlenk technique; Molecular sieve; Inert atmosphere; Irradiation; Enzymatic reaction; enantioselective reaction;94%
methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

<1,1-(2)H2>-3-methoxypropanol

<1,1-(2)H2>-3-methoxypropanol

Conditions
ConditionsYield
With lithium deuteride In diethyl ether for 1h; Heating;91%
With lithium aluminium deuteride54%
With lithium aluminium deuteride1.82 g
methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

C12H19N

C12H19N

(R)-N-(4-(4-ethylphenyl)butan-2-yl)-3-methoxypropanamide

(R)-N-(4-(4-ethylphenyl)butan-2-yl)-3-methoxypropanamide

Conditions
ConditionsYield
With Candida antarctica lipase B; Octanethiol; [Ir(2-phenylpyridine)2(4,4′-di-tert-butyl-2,2′-bipyridine)](PF6) In acetonitrile at 38℃; for 72h; Schlenk technique; Molecular sieve; Inert atmosphere; Irradiation; Enzymatic reaction; enantioselective reaction;87%
methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

1-methyl-3-p-tolyl-propylamine
89538-71-6

1-methyl-3-p-tolyl-propylamine

(R)-3-methoxy-N-(4-(p-tolyl)butan-2-yl)propanamide

(R)-3-methoxy-N-(4-(p-tolyl)butan-2-yl)propanamide

Conditions
ConditionsYield
With Candida antarctica lipase B; Octanethiol; [Ir(2-phenylpyridine)2(4,4′-di-tert-butyl-2,2′-bipyridine)](PF6) In acetonitrile at 38℃; for 72h; Schlenk technique; Molecular sieve; Inert atmosphere; Irradiation; Enzymatic reaction; enantioselective reaction;85%
methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

(R)-N-(1-cyclohexylethyl)-3-methoxypropanamide

(R)-N-(1-cyclohexylethyl)-3-methoxypropanamide

Conditions
ConditionsYield
With Candida antarctica lipase B; Octanethiol; [Ir(2-phenylpyridine)2(4,4′-di-tert-butyl-2,2′-bipyridine)](PF6) In acetonitrile at 38℃; for 72h; Schlenk technique; Molecular sieve; Inert atmosphere; Irradiation; Enzymatic reaction; enantioselective reaction;84%
methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

2-heptylamine
123-82-0

2-heptylamine

(R)-N-(heptan-2-yl)-3-methoxypropanamide

(R)-N-(heptan-2-yl)-3-methoxypropanamide

Conditions
ConditionsYield
With Candida antarctica lipase B; Octanethiol; [Ir(2-phenylpyridine)2(4,4′-di-tert-butyl-2,2′-bipyridine)](PF6) In acetonitrile at 38℃; for 60h; Schlenk technique; Molecular sieve; Inert atmosphere; Irradiation; Enzymatic reaction; enantioselective reaction;81%
methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

isopropylamine
75-31-0

isopropylamine

β-methoxy-N-isopropylpropionic acid amide

β-methoxy-N-isopropylpropionic acid amide

Conditions
ConditionsYield
With iron(II) triflate In N,N-dimethyl-formamide at 0 - 90℃; for 1h; Autoclave;79%
1-aminodecane
2016-57-1

1-aminodecane

methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

β-methoxy-N-decylpropionamide

β-methoxy-N-decylpropionamide

Conditions
ConditionsYield
With iron(II) triflate at 0 - 40℃; under 760.051 Torr; for 1h; Autoclave;79%
rac-2-aminooctane
44855-57-4, 693-16-3

rac-2-aminooctane

methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

(R)-3-methoxy-N-(octan-2-yl) propanamide
1322805-09-3

(R)-3-methoxy-N-(octan-2-yl) propanamide

Conditions
ConditionsYield
With Candida antarctica lipase B; Octanethiol; [Ir(2-phenylpyridine)2(4,4′-di-tert-butyl-2,2′-bipyridine)](PF6) In acetonitrile at 38℃; for 72h; Schlenk technique; Molecular sieve; Inert atmosphere; Irradiation; Enzymatic reaction; enantioselective reaction;79%
With novozyme 435 In cyclohexane at 70℃; under 7500.75 Torr; for 24h; Resolution of racemate; Inert atmosphere; Autoclave; Enzymatic reaction;
methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

4-fluoroamphetamine
459-02-9

4-fluoroamphetamine

(R)-N-(1-(4-fluorophenyl)propan-2-yl)-3-methoxypropanamide

(R)-N-(1-(4-fluorophenyl)propan-2-yl)-3-methoxypropanamide

Conditions
ConditionsYield
With Candida antarctica lipase B; Octanethiol; [Ir(2-phenylpyridine)2(4,4′-di-tert-butyl-2,2′-bipyridine)](PF6) In acetonitrile at 38℃; for 72h; Schlenk technique; Molecular sieve; Inert atmosphere; Irradiation; Enzymatic reaction; enantioselective reaction;78%
methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

diethylamine
109-89-7

diethylamine

3-methoxy-N,N-diethylpropionic acid amide
5830-19-3

3-methoxy-N,N-diethylpropionic acid amide

Conditions
ConditionsYield
With iron(II) triflate at 0 - 100℃; for 1h; Autoclave;76%
methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

cyclohexylamine
108-91-8

cyclohexylamine

β-methoxy-N-cyclohexylpropionic acid amide

β-methoxy-N-cyclohexylpropionic acid amide

Conditions
ConditionsYield
With iron(II) triflate at 0 - 50℃; under 760.051 Torr; for 1h; Autoclave;75%
1,5-dimethylhexylamine
543-82-8

1,5-dimethylhexylamine

methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

(R)-3-methoxy-N-(6-methylheptan-2-yl) propanamide
1322805-10-6

(R)-3-methoxy-N-(6-methylheptan-2-yl) propanamide

Conditions
ConditionsYield
With Candida antarctica lipase B; Octanethiol; [Ir(2-phenylpyridine)2(4,4′-di-tert-butyl-2,2′-bipyridine)](PF6) In acetonitrile at 38℃; for 48h; Schlenk technique; Molecular sieve; Inert atmosphere; Irradiation; Enzymatic reaction; enantioselective reaction;74%
methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

2-amino-1-(4-methyoxyphenyl)propane
64-13-1

2-amino-1-(4-methyoxyphenyl)propane

(R)-3-methoxy-N-(1-(4-methoxyphenyl)propan-2-yl)propanamide

(R)-3-methoxy-N-(1-(4-methoxyphenyl)propan-2-yl)propanamide

Conditions
ConditionsYield
With Candida antarctica lipase B; Octanethiol; [Ir(2-phenylpyridine)2(4,4′-di-tert-butyl-2,2′-bipyridine)](PF6) In acetonitrile at 38℃; for 72h; Schlenk technique; Molecular sieve; Inert atmosphere; Irradiation; Enzymatic reaction; enantioselective reaction;72%
methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

4-iodo-N,N-dimethyl-1H-imidazole-1-sulfonamide
135773-25-0

4-iodo-N,N-dimethyl-1H-imidazole-1-sulfonamide

4,4'-(1-hydroxy-3-methoxypropane-1,1-diyl)bis(N,N-dimethyl-1H-imidazole-1-sulfonamide)
1258289-24-5

4,4'-(1-hydroxy-3-methoxypropane-1,1-diyl)bis(N,N-dimethyl-1H-imidazole-1-sulfonamide)

Conditions
ConditionsYield
Stage #1: 4-iodo-N,N-dimethyl-1H-imidazole-1-sulfonamide With ethylmagnesium bromide In diethyl ether; dichloromethane at 20℃; for 2h; Double Grignard reaction; Inert atmosphere;
Stage #2: methyl 3-methoxypropionate In diethyl ether; dichloromethane at 20℃; for 48h; Double Grignard reaction; Inert atmosphere;
Stage #3: With water; ammonium chloride In diethyl ether; dichloromethane
71%
N-ethylhexylamine
20352-67-4

N-ethylhexylamine

methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

β-methoxy-N-ethylhexylpropionic acid amide

β-methoxy-N-ethylhexylpropionic acid amide

Conditions
ConditionsYield
With iron(II) triflate at 0 - 25℃; under 760.051 Torr; for 1h; Autoclave;66%
methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

(+)-(R)-1-Methyl-3-(4-methoxyphenyl)-1-propylamine
51062-15-8

(+)-(R)-1-Methyl-3-(4-methoxyphenyl)-1-propylamine

(R)-3-methoxy-N-(4-(4-methoxyphenyl)butan-2-yl)propanamide

(R)-3-methoxy-N-(4-(4-methoxyphenyl)butan-2-yl)propanamide

Conditions
ConditionsYield
With Candida antarctica lipase B; Octanethiol; [Ir(2-phenylpyridine)2(4,4′-di-tert-butyl-2,2′-bipyridine)](PF6) In acetonitrile at 38℃; for 72h; Schlenk technique; Molecular sieve; Inert atmosphere; Irradiation; Enzymatic reaction; enantioselective reaction;64%

3852-09-3Relevant articles and documents

Dzhemilev et al.

, (1977)

Schilling,Jr.

, p. 1770 (1974)

Synthesis method of methyl 3-methoxypropionate

-

Paragraph 0041-0068, (2021/03/13)

The invention relates to a synthesis method of methyl 3-methoxypropionate, which comprises the following steps of carrying out addition reaction on absolute methanol and methyl acrylate under the condition of a catalyst which is a micromolecular tertiary amine catalyst, and after the reaction is finished, rectifying to remove excessive absolute methanol, unreacted methyl acrylate and the catalyst,collecting methyl 3-methoxypropionate with the purity of more than 99.8% as a product, and recycling the collected excessive absolute methanol, unreacted methyl acrylate and the catalyst in the nextreaction. The synthesis method has the advantages of simple synthesis, mild conditions, no need of acid neutralization, few side reactions, no three wastes, high conversion rate, long-term use of thecatalyst, repeated cyclic utilization, no damage, simplified separation process, good product quality, easy obtainment of 99.8% or above of purity, promotion of large-scale production, and facilitation of large-scale application to the photoelectric industry.

Method for preparing 3-methyl methoxypropionate

-

Paragraph 0020; 0021; 0022; 0023; 0024; 0025; 0026-0029, (2018/04/03)

The invention relates to a method for preparing 3-methyl methoxypropionate. The method is characterized in that methyl acetate, formaldehyde and methanol are used as raw materials for reaction under the presence of a catalyst, and 3-methyl methoxypropionate is obtained. The catalyst is composed of an active component and a carrier. The active component includes a Cs metal salt, an alkali metal hydroxide and an IVB-group metal oxide. The method has the advantages in that the raw materials are low in cost, the production process is continuous and 3-methyl methoxypropionate is high in yield.

MANUFACTURING METHOD OF β-SUBSTITUTED PROPIONIC ACID AMIDE AND N-SUBSTITUTED (METH)ACRYLAMIDE

-

Paragraph 0046; 0048; 0050, (2018/07/03)

PROBLEM TO BE SOLVED: To provide a method for industrially manufacturing β-alkoxy propionic acid amide, β-amino propionic acid amide and N-substituted (meth)acryl amide using (meth)acrylic acid ester as starting material at high yield and high purity. SOLUTION: There is provided a method for obtaining N-substituted (meth)acryl amide represented by target compound formula (7) by conducting an amidation reaction with amine using β-substituted propionic acid ester represented by the formula (1) of a product of a Michael addition reaction of (meth)acrylic acid ester and alcohol or amine in presence of a metal complex as a catalyst to obtain β-substituted propionic acid amide represented by the formula (3) and conducting a thermal decomposition reaction of β-substituted propionic acid amide in presence of the metal complex as the catalyst to eliminate alcohol or amine. A-CH2-C(R1)H-C(=O)-OR2 (1), A-CH2-C(R1)H-C(=O)-N(R3)R4 (3), CH2=C(R1)-C(=O)-N(R3)R4 (7) SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT

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