Identification | More | [Name]
Methyl tetrahydropyran-4-carboxylate | [CAS]
110238-91-0 | [Synonyms]
4-TETRAHYDROPYRAN CARBOXYLIC ACID METHYLESTER METHYL TETRAHYDRO-2H-PYRAN-4-CARBOXYLATE METHYL TETRAHYDROPYRAN-4-CARBOXYLATE TETRAHYDROPYRAN-4-CARBOXYLIC ACID METHYL ESTER TETRAHYDRO-2H-PYRAN-4-CARBOXYLIC ACID METHYL ESTER 2H-Pyran-4-carboxylicacid,tetrahydro-,methylester(9CI) 2H-Pyran-4-carboxylic acid tetrahydro methyl ester THPE | [EINECS(EC#)]
205-516-1 | [Molecular Formula]
C7H12O3 | [MDL Number]
MFCD01075170 | [Molecular Weight]
144.17 | [MOL File]
110238-91-0.mol |
Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36:Irritating to the eyes. R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S37/39:Wear suitable gloves and eye/face protection . | [RIDADR ]
1993 | [WGK Germany ]
2
| [Hazard Note ]
Harmful | [HS Code ]
29329990 |
Hazard Information | Back Directory | [Chemical Properties]
colorless liquid | [Uses]
Methyl 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]
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 |
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