Hydrochloric Acid → HCID 68469461, compound

Temperature

80 °C

Glycerin (138 g (1.5 mol)), benzyltriethylammonium chloride (2.4 g (11 mmol)) and 96% sodium hydroxide (24 g (0.58 mol)) were added to a glass flask of an inner volume of 300 ml equipped with a stirrer, a thermometer, a dropping funnel and a reflux condenser, and the mixture was warmed to 80° C. with stirring. Subsequently 3-ethyl-3-methanesulfonyloxymethyloxetane (102 g (0.5 mol)) having a purity of 95% prepared by the same method as in Reference Example 1 was gradually dropwise added while keeping the liquid temperature at 80-85° C. After the completion of the dropwise addition, 96% sodium hydroxide (6 g (0.14 mol)) was newly added, the mixture was further reacted at the same temperature for 2 hours. After the completion of the reaction, hydrochloric acid was added to a reaction solution so that pH was adjusted to 6.5. Ethyl acetate (150 ml) was added, and a liquid separation was performed. After the liquid separation, ethyl acetate (150 ml) was added to a resultant aqueous layer to perform an extraction, and an extract (an ethyl acetate layer) was combined with an organic layer and washed with an aqueous saturated sodium bicarbonate solution (20 ml), then concentrated under reduced pressure. A resultant concentrate was distilled under reduced pressure (147° C., 400-530 Pa) to give, as a colorless liquid, 3-ethyl-3-(2,3-dihydroxypropyl)oxymethyloxetane having a purity of 93% (an analysis value by a gas chromatography) (20 g) (an isolated yield based on 3-ethyl-3-methanesulfonyloxymethyloxetane: 20%).

1. customequipped with a stirrer
2. customprepared by the same method as in Reference Example 1
3. additionwas gradually dropwise added
4. customat 80-85° C
5. additionwas newly added
6. customthe mixture was further reacted at the same temperature for 2 hours
7. additionwas added to a reaction solution so that pH
8. customa liquid separation
9. customAfter the liquid separation, ethyl acetate (150 ml)
10. additionwas added to a resultant aqueous layer
11. extractionan extraction
12. extractionan extract (an ethyl acetate layer)
13. washwashed with an aqueous saturated sodium bicarbonate solution (20 ml)
14. concentrationconcentrated under reduced pressure
15. concentrationA resultant concentrate
16. distillationwas distilled under reduced pressure (147° C., 400-530 Pa)

ORD record

ord-1b3005d0458a4929b4364c8156871f24

Source dataset

uspto-grants-2012_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08247583B2