Identification | Back Directory | [Name]
2-(TETRAHYDRO-PYRAN-4-YL)-ETHANOL | [CAS]
4677-18-3 | [Synonyms]
2-(oxan-4-yl)ethanol 2-(oxan-4-yl)ethan-1-ol Tetrahydro-pyran-4-ethanol Tetrahydro-2H-pyran-4-ethanol (4-HYDROXYETHYL)TETRAHYDROPYRAN 2H-Pyran-4-ethanol, tetrahydro- 2-TETRAHYDRO-2H-PYRAN-4-YLETHANOL 2-(TETRAHYDRO-PYRAN-4-YL)-ETHANOL 4-(2-Hydroxyethyl)tetrahydropyran 4-(2-Hydroxyethyl)tetrahydro-2H-pyran 2-(tetrahydro-2H-pyran-4-yl)ethan-1-ol 4-(2-Hydroxyethyl)tetrahydro-2H-pyran 97% 2-(TETRAHYDRO-2H-PYRAN-4-YL)ETHANOL(WXC08518) 2-(TETRAHYDRO-PYRAN-4-YL)-ETHANOL ISO 9001:2015 REACH 2-(Tetrahydro-2H-pyran-4-yl)ethan-1-ol, 4-(2-Hydroxyethyl)oxane | [Molecular Formula]
C7H14O2 | [MDL Number]
MFCD00129068 | [MOL File]
4677-18-3.mol | [Molecular Weight]
130.18 |
Chemical Properties | Back Directory | [Boiling point ]
226℃ | [density ]
0.981 | [Fp ]
95℃ | [storage temp. ]
2-8°C | [pka]
15.06±0.10(Predicted) | [Appearance]
Colorless to light yellow Liquid |
Hazard Information | Back Directory | [Uses]
2-(Tetrahydropyran-4-yl)-ethanol is mainly used as an intermediate in organic synthesis, especially in the field of pharmaceutical manufacturing. | [Synthesis]
General procedure for the synthesis of tetrahydropyran-4-ethanol from ethyl tetrahydropyran-4-yl-acetate: To a stirred suspension of lithium aluminium hydride (5.10 g, 138 mmol) in tetrahydrofuran (200 mL) at 0 °C, a tetrahydrofuran (50 mL) solution of ethyl 2-(tetrahydropyran-4-yl)acetate (22.0 g, 138 mmol) was slowly added dropwise. After the dropwise addition was completed, the reaction mixture was heated to reflux overnight. Upon completion of the reaction, the mixture was cooled in an ice bath, followed by the addition of ether (300 mL) and dropwise addition of 5N sodium hydroxide solution until a large white precipitate was formed. The suspension was filtered, the filtrate was dried with anhydrous potassium carbonate, filtered again and concentrated by rotary evaporation to give tetrahydropyran-4-ethanol (17.7 g, 100% yield) as a colorless liquid. | [References]
[1] Journal of Organic Chemistry, 2006, vol. 71, # 26, p. 9909 - 9911 [2] Patent: US2004/220214, 2004, A1 [3] Patent: WO2013/37960, 2013, A1. Location in patent: Page/Page column 76 [4] Patent: US9481674, 2016, B1. Location in patent: Page/Page column 31; 32 [5] Bioorganic and Medicinal Chemistry, 2005, vol. 13, # 23, p. 6309 - 6323 |
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