Methyl 4-(chloroformyl)butyrate
Methyl 4-(chloroformyl)butyrate Basic information
- Product Name:
- Methyl 4-(chloroformyl)butyrate
- Synonyms:
-
- Methyl 4-(chlorocarbonyl)butanoate
- Methyl 4-(Chlorocarbonyl)butyrate
- METHYL 4-(CHLOROFORMYL)BUTYRATE
- METHYL 5-CHLORO-5-OXOVALERATE
- METHYL GLUTARYL CHLORIDE
- GLUTARIC ACID MONOMETHYL ESTER CHLORIDE
- CARBOMETHOXYL BUTYRYL CHLORIDE
- 5-CHLORO-5-OXOPENTANOIC ACID METHYL ESTER
- CAS:
- 1501-26-4
- MF:
- C6H9ClO3
- MW:
- 164.59
- EINECS:
- 216-115-6
- Product Categories:
-
- Acid Halides
- Building Blocks
- Carbonyl Compounds
- Chemical Synthesis
- Organic Building Blocks
- API intermediates
- Halogen compounds
- Mol File:
- 1501-26-4.mol
Methyl 4-(chloroformyl)butyrate Chemical Properties
- Boiling point:
- 110 °C/17 mmHg (lit.)
- Density
- 1.191 g/mL at 25 °C (lit.)
- refractive index
- n20/D 1.445(lit.)
- Flash point:
- 180 °F
- storage temp.
- Inert atmosphere,2-8°C
- solubility
- Chloroform, Hexane
- form
- Oil
- color
- Clear Colourless
- Water Solubility
- reacts
- Sensitive
- Moisture Sensitive
- BRN
- 1762383
- CAS DataBase Reference
- 1501-26-4(CAS DataBase Reference)
Safety Information
- Hazard Codes
- C
- Risk Statements
- 34
- Safety Statements
- 26-36/37/39-45-24/25
- RIDADR
- UN 3265 8/PG 2
- WGK Germany
- 3
- F
- 10-21
- HazardClass
- 8
- PackingGroup
- II
- HS Code
- 2918300090
MSDS
- Language:English Provider:Methyl glutaryl chloride
- Language:English Provider:ACROS
- Language:English Provider:SigmaAldrich
- Language:English Provider:ALFA
Methyl 4-(chloroformyl)butyrate Usage And Synthesis
Chemical Properties
clear colourless to light yellow liquid
Uses
Methyl 4-(Chloroformyl)butyrate is used in the synthesis of Leukotriene B4, a proinflammatory agent produced from leukocytes.
Synthesis
67-56-1
108-55-4
1501-26-4
1. 100 g (0.878 mol) of glutaric anhydride was dissolved in 50 mL of anhydrous methanol and heated to reflux for 1 h. 2. Upon completion of the reaction, unreacted methanol was removed by distillation under reduced pressure. 3. The reaction mixture was cooled to room temperature, and 200 mL of acetochloride was slowly added. 4. The reaction mixture was heated for 6 h., wherein after 2 h of heating the remaining dichloro sulfoxide.5. Finally, the fractions were dried at 96 °C to 98 °C/10 mmHg to give 124.2 g of methyl 4-chlorocarbonylbutyrate as a light yellow liquid in 86.4% yield.
References
[1] Patent: CN103864658, 2016, B. Location in patent: Paragraph 0056; 0057
[2] Tetrahedron Letters, 1984, vol. 25, # 39, p. 4371 - 4374
[3] Journal of Enzyme Inhibition and Medicinal Chemistry, 2016, vol. 31, # 6, p. 915 - 923
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