ChemicalBook--->CAS DataBase List--->39998-25-9

39998-25-9

39998-25-9 Structure

39998-25-9 Structure
IdentificationBack Directory
[Name]

methyl pyridine-3-acetate
[CAS]

39998-25-9
[Synonyms]

EOS-62049
Einecs 254-739-0
METHYL 3-PYRIDYLACETATE
methyl pyridine-3-acetate
Methyl pyridin-3-ylacetate
Methyl 2-(3-Pyridyl)acetate
Methyl 2-(pyridin-3-yl)acetate
3-Pyridineacetic acid methyl ester
3-Pyridinylacetic acid methyl ester
Pyridin-3-yl-acetic acid methyl ester
[EINECS(EC#)]

254-739-0
[Molecular Formula]

C8H9NO2
[MDL Number]

MFCD00023617
[MOL File]

39998-25-9.mol
[Molecular Weight]

151.16
Chemical PropertiesBack Directory
[Boiling point ]

112 °C(Press: 10 Torr)
[density ]

1.115±0.06 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,Room Temperature
[pka]

4.40±0.11(Predicted)
[Appearance]

Light yellow to yellow Liquid
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Spectrum DetailBack Directory
[Spectrum Detail]

methyl pyridine-3-acetate(39998-25-9)1HNMR
Hazard InformationBack Directory
[Synthesis]

Methanol

67-56-1

3-Pyridylacetic acid hydrochloride

6419-36-9

methyl pyridine-3-acetate

39998-25-9

To synthesize methyl (pyridin-3-yl)acetate, the following procedure was used: in a 1L four-necked flask equipped with a nitrogen introduction tube, thermometer, Dimroth condenser, and a dropping funnel, 25.12 g (0.145 mol) of pyridine-3-acetic acid hydrochloride was added. Subsequently 500mL of anhydrous methanol was added. Stir at room temperature under nitrogen protection until the hydrochloride is completely dissolved. 31.12 g (0.248 mol) of thionyl chloride was slowly added dropwise. After the dropwise addition was completed, the reaction mixture was heated to reflux and the reaction was continued for 2.5 hours. After completion of the reaction, the mixture was cooled to room temperature and methanol was removed by distillation under reduced pressure by rotary evaporator. The residue was neutralized to pH neutral with saturated aqueous sodium bicarbonate. The aqueous phase was extracted with 100 mL of ethyl acetate in three fractions, the organic phases were combined and dried over anhydrous sodium sulfate. After filtration to remove the desiccant, the solvent was removed by distillation under reduced pressure to give 21.29 g (0.141 mol) of methyl (pyridin-3-yl)acetate in 97% yield.

[References]

[1] Patent: EP2390243, 2011, A1. Location in patent: Page/Page column 26
[2] Tetrahedron Letters, 1993, vol. 34, # 2, p. 331 - 334
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