2,2-Dimethyltetrahydro-2H-pyran-4-carboxylic acid

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2,2-Dimethyltetrahydro-2H-pyran-4-carboxylic acid Basic information
Product Name:2,2-Dimethyltetrahydro-2H-pyran-4-carboxylic acid
Synonyms:tetrahydro-2,2-dimethyl-2H-pyran-4-carboxylic acid;2,2-Dimethyltetrahydro-2H-pyran-4-carboxylic acid;2,2-dimethyltetrahydro-2H-pyran-4-carboxylic acid(SALTDATA: FREE);2,2-dimethyl-4-tetrahydropyrancarboxylic acid;2,2-dimethyloxane-4-carboxylic acid;2H-Pyran-4-carboxylic acid, tetrahydro-2,2-dimethyl-;2,2-dimethyloxane-4-carboxylic acid - [D86899]
CAS:52916-16-2
MF:C8H14O3
MW:158.2
EINECS:
Product Categories:
Mol File:52916-16-2.mol
2,2-Dimethyltetrahydro-2H-pyran-4-carboxylic acid Structure
2,2-Dimethyltetrahydro-2H-pyran-4-carboxylic acid Chemical Properties
Melting point 102 °C
Boiling point 261.8±33.0 °C(Predicted)
density 1.067±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
pka4.45±0.40(Predicted)
AppearanceOff-white to light yellow Solid
Safety Information
MSDS Information
2,2-Dimethyltetrahydro-2H-pyran-4-carboxylic acid Usage And Synthesis
Synthesis
2,2-dimethyltetrahydro-2H-pyran-4-carbonitrile(SALTDATA: FREE)

60549-63-5

2,2-Dimethyltetrahydro-2H-pyran-4-carboxylic acid

52916-16-2

The reaction was carried out overnight at reflux in 2N KOH aqueous solution using 2,2-dimethyltetrahydro-2H-pyran-4-carbonitrile (900 mg, 6.47 mmol) as raw material. After completion of the reaction, the reaction mixture was diluted with water and extracted with ethyl acetate and the organic phase was discarded. The aqueous phase was acidified to pH < 7 with 2N HCl solution and subsequently extracted twice with ethyl acetate. The organic phases were combined, dried with anhydrous sodium sulfate, filtered and concentrated in vacuum to give the crude product 2,2-dimethyltetrahydro-2H-pyran-4-carboxylic acid (889 mg, 5.62 mmol, 87% yield). The product was characterized by 1H-NMR (400 MHz, DMSO-d6): δ[ppm] 1.13 (s, 3H), 1.14 (s, 3H), 1.26-1.45 (m, 2H), 1.65-1.73 (m, 2H), 2.59 (tt, 1H), 3.54 (td, 1H), 3.60 (ddd, 1H), 12.20 (s, 1H).

References[1] Patent: WO2016/198374, 2016, A1. Location in patent: Page/Page column 131-132
2,2-Dimethyltetrahydro-2H-pyran-4-carboxylic acid Preparation Products And Raw materials
Raw materials2,2-dimethyltetrahydro-2H-pyran-4-carbonitrile(SALTDATA: FREE)-->2,2-DIMETHYL-TETRAHYDRO-PYRAN-4-CARBALDEHYDE
Tag:2,2-Dimethyltetrahydro-2H-pyran-4-carboxylic acid(52916-16-2) Related Product Information
Centchroman N,N-Dimethylformamide Dimethyl sulfoxide Poly(dimethylsiloxane) Tetrahydro-4H-pyran-4-one Tetrahydropyran-4-carbaldehyde Tetrahydro-2H-pyran-4-carboxylic acid CARBOXYLIC ACID 2,2-DIMETHYL-TETRAHYDRO-PYRAN-4-CARBOXYLIC ACID METHYL ESTER 2,2-DIMETHYL-TETRAHYDRO-PYRAN-4-CARBALDEHYDE 2,2-DIMETHYL-TETRAHYDRO-PYRAN-4-CARBOXYLIC ACID ETHYL ESTER 2,2-Dimethyltetrahydro-2H-pyran-4-carboxylic acid

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