Methyl 4-methoxyacetoacetate
- Product Name
- Methyl 4-methoxyacetoacetate
- CAS No.
- 41051-15-4
- Chemical Name
- Methyl 4-methoxyacetoacetate
- Synonyms
- 4-Methoxyacetoacetate;Methyl4-methoxyacetate;Methyl 4-methoxy-3-oxobu;Methyl methoxyacetoacetate;Methyl 4-Methoxyacetoacetat;Dolutegravir Intermediates2;METHYL 4-METHOXYACETOACETATE;METHYL 4-METHOXYACETOXYACETATE;Methyl 3-oxo-4-methoxybutyrate;methyl 4-methoxy-3-oxobutyrate
- CBNumber
- CB5291234
- Molecular Formula
- C6H10O4
- Formula Weight
- 146.14
- MOL File
- 41051-15-4.mol
Methyl 4-methoxyacetoacetate Property
- Melting point:
- -80℃
- Boiling point:
- 89 °C/8.5 mmHg (lit.)
- Density
- 1.129 g/mL at 25 °C (lit.)
- refractive index
- n20/D 1.431(lit.)
- Flash point:
- 193 °F
- storage temp.
- Sealed in dry,Room Temperature
- form
- clear liquid
- pka
- 9.88±0.46(Predicted)
- color
- Colorless to Light yellow to Light orange
- Specific Gravity
- 1.129
- BRN
- 1761215
- InChIKey
- QGBPKJFJAVDUNC-UHFFFAOYSA-N
- LogP
- 0.340 (est)
- CAS DataBase Reference
- 41051-15-4(CAS DataBase Reference)
- NIST Chemistry Reference
- Methyl 4-methoxyacetoacetate(41051-15-4)
- EPA Substance Registry System
- Methyl 4-methoxyacetoacetate (41051-15-4)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 281506
- Product name
- Methyl 4-methoxyacetoacetate
- Purity
- 97%
- Packaging
- 5g
- Price
- $101
- Updated
- 2025/07/31
- Product number
- 281506
- Product name
- Methyl 4-methoxyacetoacetate
- Purity
- 97%
- Packaging
- 25g
- Price
- $207
- Updated
- 2025/07/31
- Product number
- M1031
- Product name
- Methyl 4-Methoxyacetoacetate
- Purity
- >97.0%(GC)
- Packaging
- 5g
- Price
- $45
- Updated
- 2025/07/31
- Product number
- M1031
- Product name
- Methyl 4-Methoxyacetoacetate
- Purity
- >97.0%(GC)
- Packaging
- 25g
- Price
- $125
- Updated
- 2025/07/31
- Product number
- M320845
- Product name
- Methyl 4-Methoxyacetoacetate
- Packaging
- 10g
- Price
- $165
- Updated
- 2021/12/16
Methyl 4-methoxyacetoacetate Chemical Properties,Usage,Production
Chemical Properties
colorless to yellow liquid
Uses
Methyl 4-Methoxyacetoacetate is a reactant in the formation of an abiotic poorphyrinogen in aqueous solution.
Uses
Methyl 4-methoxyacetoacetate has been used in generation of a small focused library of diversely functionalized dihydropyrimidine derivatives via one-pot three-component Biginelli cyclocondensation of β-ketoesters, aldehydes and (thio)ureas.
Preparation
The preparation method of a 4-methoxyl group methyl acetoacetate: add solvents tetrahydrofurane in a kettle. and pass into rare gas element, the temperature in the kettle arranging reactor is 15-25℃, industrial sodium hydride and metal alkaline compound is added under whipped state, add solvents tetrahydrofurane again, the mixed solution reaction 4-6h of methyl alcohol and 4-chloro methyl acetoacetate is dripped in less than 20℃, then be warming up to 20-25℃ and continue reaction 4-15h, TLC detection reaction is complete, reduce system temperature to 6-10℃, add the hydrochloric acid soln regulation system pH=5-7 that volumetric molar concentration is 2mol/L, stratification, after separatory, upper strata is concentrated is spin-dried for removing solvents tetrahydrofurane, then colorless product 4-methoxyl group methyl acetoacetate is obtained by wiped film molecular distillation.
Synthesis
32807-28-6
41051-15-4
The general procedure for the synthesis of methyl 4-methoxyacetoacetate from methyl 4-chloroacetoacetate is as follows: Example 1: 1. 77.4 g of 97% sodium methanol was suspended in 100 g of acetonitrile under nitrogen protection at ambient temperature. 2. 101.9 g of 97.5% methyl 4-chloroacetoacetate was slowly added dropwise through a dropping funnel over 5 to 6 minutes. The temperature rises during the reaction and the reaction temperature is maintained at 68 °C to 70 °C by cooling. 3. After the exothermic reaction had diminished, cooling was stopped and the reaction mixture was instead heated in a hot water bath at 70 °C. 4. the reaction mixture was continued to be stirred at 70 °C for 24 to 25 minutes, followed by slow addition to a cooling solution comprising 6 g of glacial acetic acid and 215 g of ice water under stirring. 5. Meanwhile, 37.4% hydrochloric acid was slowly added dropwise through a burette while the pH was monitored using a glass electrode to maintain the pH between 4.5 and 8 by adjusting the rate of titration of the reaction mixture and/or hydrochloric acid. At the end of neutralization, the pH should be controlled at 6.1 ± 0.1. 6. A total of 56.4 mL of 37.4% hydrochloric acid was used in the neutralization process and the reaction temperature was maintained at 30°C to 35°C. 7. The neutralized mixture was transferred to a separatory funnel and the organic layer was separated after standing and stratifying. 8. The aqueous layer was extracted once with 200 mL of acetonitrile and subsequently twice with 100 mL of acetonitrile each time. 9. The organic phases were combined and concentrated to constant weight on a rotary evaporator at 30°C to 35°C under 20 torr pressure. The recovered solvent can be used in the next batch. 10. The crude product is purified by distillation at 0.5 to 1.5 torr pressure at 90°C. Methyl 4-methoxyacetoacetate was obtained in 91.7% yield (based on the amount of methyl 4-chloroacetoacetate) and the purity of the product was 98.8%.
References
[1] Patent: US4564696, 1986, A
[2] Patent: US6403804, 2002, B1
[3] Patent: US4892966, 1990, A
Methyl 4-methoxyacetoacetate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Methyl 4-methoxyacetoacetate manufacturers
- Product
- Methyl 4-methoxyacetoacetate 41051-15-4
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 500000kg
- Release date
- 2024-10-31
- Product
- Methyl 4-methoxyacetoacetate 41051-15-4
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1ton
- Release date
- 2022-09-16
- Product
- methyl 4-methoxy-3-oxobutyrate 41051-15-4
- Price
- US $11.10/kg
- Min. Order
- 1kg
- Purity
- 99.0% Min
- Supply Ability
- 100 Tons
- Release date
- 2025-03-27