Methanol → HCID 19350806, compound

Temperature

-78 °C

5-Benzyloxymethyl-1,4-oxathian-2-ol (3.42 g) was dissolved in dried methylene chloride (60 ml), and the solution cooled to -78° C. A solution 1.0M diisobutyl aluminum hydride (21.5 ml) was added dropwise thereto for 20 minutes, and the resultant mixture stirred at the same temperature for 30 minutes to complete the reaction. To the reaction mixture, methanol (0.6 ml), saturated sodium sulfate solution (9 ml) and sodium sulfate (4.4 g) were sequentially added, and the mixture was stirred at room temperature for 30 minutes. The residue obtained by concentrating the reaction mixture was extracted with ethyl ether until the product could not be extracted any more with the same solvent. The extract was washed with brine and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure, to obtain the desired product (3.47 g) as pale yellow semi-solid.

1. customthe reaction
2. customThe residue obtained
3. concentrationby concentrating the reaction mixture
4. extractionwas extracted with ethyl ether until the product could not
5. extractionbe extracted any more with the same solvent
6. washThe extract was washed with brine
7. dry with materialdried over anhydrous magnesium sulfate
8. distillationthe solvent was distilled off under reduced pressure

ORD record

ord-681ce7eb3e8b40d9a7a8d1322b5cb22d

Source dataset

uspto-grants-2000_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06034087