Sodium Bicarbonate → HCID 22237254, compound

A 3-L flask equipped with a stirrer was charged with 450 g (1.7 mols) of 2,5-bis(acetoxymethyl)-1,4-dithian and 1500 mL of methanol, to which 314.6 g (3.7 mols) of sodium hydrogen carbonate was added with stirring. The mixture was heated to a temperature at which methanol served as the reflux, at which it was held for 5 hours. It was then cooled to room temperature and filtered to remove the residue. Then, the resultant filtrate was transferred to a 3-L flask equipped with a stirrer, to which 20 g of activated carbon was added. The mixture was again heated to a temperature at which methanol served as the reflux, at which it was held for 30 minutes, and then cooled to room temperature and filtered. The resultant filtrate was concentrated by an evaporator, to obtain a colorless, oily product. It was purified by silica gel chromatography with ethyl acetate/n-hexane as the development medium, to obtain 298 g (yield: 97%) of the 2,5-bis(hydroxymethyl)-1,4-dithian, represented by the formula (1-2). It had 99.9% of purity, as determined by gas chromatography.

1. customA 3-L flask equipped with a stirrer
2. additionwas added
3. filtrationfiltered
4. customto remove the residue
5. customThen, the resultant filtrate was transferred to a 3-L flask
6. customequipped with a stirrer, to which 20 g of activated carbon
7. additionwas added
8. temperatureThe mixture was again heated to a temperature at which methanol
9. waitwas held for 30 minutes
10. temperaturecooled to room temperature
11. filtrationfiltered
12. concentrationThe resultant filtrate was concentrated by an evaporator
13. customto obtain a colorless, oily product
14. customIt was purified by silica gel chromatography with ethyl acetate/n-hexane as the development medium

ORD record

ord-edeba59165454d9bb8ff00ba95d9a6dc

Source dataset

uspto-grants-2006_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07008571B2