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Methyl tetrahydropyran-4-carboxylate

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CAS:110238-91-0
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Products Intro: Product Name:Methyl terahydro-2H-Pyran-4-Carboxylate
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Methyl tetrahydropyran-4-carboxylate manufacturers

Methyl tetrahydropyran-4-carboxylate Basic information
Product Name:Methyl tetrahydropyran-4-carboxylate
Synonyms:TETRAHYDROPYRAN-4-CARBOXYLIC ACID METHYL ESTER;4-TETRAHYDROPYRAN CARBOXYLIC ACID METHYLESTER;TETRAHYDRO-2H-PYRAN-4-CARBOXYLIC ACID METHYL ESTER;2H-Pyran-4-carboxylicacid,tetrahydro-,methylester(9CI);METHYL TETRAHYDROPYRAN-4-CARBOXYLATE;2H-Pyran-4-carboxylic acid tetrahydro methyl ester;Methyl tetrahydropyran-4-carboxylate ,98%;4-(Methoxycarbonyl)tetrahydro-2H-pyran, THPE
CAS:110238-91-0
MF:C7H12O3
MW:144.17
EINECS:205-516-1
Product Categories:Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks;Pyrans;CARBOXYLICESTER;blocks;Carboxes;Heterocycles
Mol File:110238-91-0.mol
Methyl tetrahydropyran-4-carboxylate Structure
Methyl tetrahydropyran-4-carboxylate Chemical Properties
Melting point -33°C
Boiling point 197°C
density 1.080 g/mL at 20 °C(lit.)
Fp 86°C
storage temp. Sealed in dry,Room Temperature
form liquid
color Clear
BRN 114974
InChIKeyCNCMVGXVKBJYNU-UHFFFAOYSA-N
CAS DataBase Reference110238-91-0(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36-36/37/38
Safety Statements 26-37/39
RIDADR 1993
WGK Germany 2
Hazard Note Harmful
HS Code 29329990
MSDS Information
ProviderLanguage
SigmaAldrich English
Methyl tetrahydropyran-4-carboxylate Usage And Synthesis
Chemical Propertiescolorless liquid
UsesMethyl tetrahydro-2H-pyran-4-carboxylate may be used in the following syntheses:
  • cycloalkylamide derivatives
  • tetrahydro-2-furoic chloride
  • tetrahydro-2H-pyran-4-carboxylic chloride
Synthesis
Tetrahydro-2H-pyran-4-carboxylic acid

5337-03-1

Dimethyl sulfate

77-78-1

Methyl tetrahydropyran-4-carboxylate

110238-91-0

Tetrahydropyran-4-carboxylic acid (1.00 g, 7.68 mmol) was slowly added to a stirred suspension of anhydrous potassium carbonate (1.17 g, 8.45 mmol) in acetone (40 mL), followed by the dropwise addition of dimethyl sulfate (0.8 mL, 8.45 mmol). The reaction mixture was stirred under heating conditions for 3 hours. After completion of the reaction, the inorganic salts were removed by filtration and the filter cake was washed with acetone. The filtrates were combined, dried and concentrated to afford methyl tetrahydropyran-4-carboxylate (1.1 g, 99% yield), which was used in the subsequent reaction without further purification. The product was analyzed by GC-MS showing m/z 145 (MH+); 1H NMR (300 MHz, CDCl3) δ 1.70-1.80 (m, 4H), 2.47-2.52 (m, 1H), 3.34-3.43 (m, 2H), 3.65 (s, 3H), 3.88-3.95 (m, 2H).

References[1] Patent: US2004/224997, 2004, A1. Location in patent: Page 18
[2] Journal of the American Chemical Society, 1993, vol. 115, # 18, p. 8401 - 8408
Tag:Methyl tetrahydropyran-4-carboxylate(110238-91-0) Related Product Information
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