ChemicalBook CAS DataBase List 3-Ethyl-3-oxetanemethanol

3-Ethyl-3-oxetanemethanol synthesis

6synthesis methods

Product Name:3-Ethyl-3-oxetanemethanol
CAS Number:3047-32-3
Molecular formula:C6H12O2
Molecular Weight:116.16

3-Ethyl-3-oxetanemethanol was prepared by a modified procedure described in the literature. A mixture of trimethylopropane (1, 26.8 g, 0.2 mol), diethyl carbonate (23.6 g, 0.2 mol) and potassium hydroxide (0.1 g, 1.8 mmol) in 2 ml absolute ethyl alcohol was refluxed in oil bath at 110?C for 1 h. Then, the mixture was distilled at 110?C for 1 h. Distillation was continued until the temperature of oil bath reached 140?C. After the distillation, the vacuum was supplied for 1 h to remove the excess solvent. On heating above 185?C, the distilled materials were collected in a cold trap under vacuum and obtained >85% of the theoretical yield. 1H-NMR (CDCl3, δ, ppm): 0.80–0.83 (t, 3H, –CH2CH3), 1.61–1.66 (q, 2H, –CH2CH3), 3.62 (s, 2H, –CH2OH), 3.66 (s, 1H, –CH2OH), 4.31–4.32 and 4.38–4.39 (d, 4H, –CH2O).

77-99-6 Synthesis

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3047-32-3
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Yield:3047-32-3 64.7%

Reaction Conditions:

with potassium hydroxide;Diethyl carbonate in ethanol; for 2 h;Reflux;

Steps:

1 Preparation of Compound a2

100g, diethyl carbonate 132g, potassium hydroxide 0.25g, bottle and ethanol 10 ml is added during the reaction. After heating at reflux for 2 hours, under atmospheric pressure, 150 °C by distillation in the greater part of the solvent is removed, a crude product is obtained. Furthermore, in a vacuum distillation is, for the purification of the crude product is obtained. 120 °C and 0.1torr compd. a1 (colorless liquid) is under a pressure, which is collected by the yield 64.7%. Next, 82g compd. a1,pyridine 111g, and dichlomethane 400 ml bottles which are added to the reaction. The mixture is stirred under nitrogen, then cooled to 5° C -0 °C. 4-bromobenzoyl chloride in 200 ml of dichlomethane soln.of, 0 ° C-5 ° C during the reaction of the drop in the bottle. After completion of the addition, reaction bottle is warmed to room temperature, the stirring time is 8, the bottle 500 ml of water is added during the reaction, which is 5 min. The organic layer is collected, 100 ml of the water layer is extracted using dichlomethane 2 times. The organic layer is collected, in order to adjust the pH value to 7 in about 100 ml of the salt water. Next, an organic layer is collected, 20g is 30 minutes of drying with anhydrous sodium sulfate, then filtered. In order to obtain compd. a2, somas conc. under reduced pressure, the petroleum ether and ethyl acetate (9:1) [...] purified by using a flat, it is further chilled in ethanol recrystallization, 68.7% yield. The purity of compd. a2 (gas chromatography (GC) analysis by a) is, at 98.109%, and, the melting point (mp) compd. a2,50.63 ° C-52.56 ° C.

References:

JP2016/29040,2016,A Location in patent:Paragraph 0036; 0037

77-99-6 Synthesis

77-99-6
508 suppliers
$6.00/100g