Triethylamine → HCID 55297453, compound

To a solution of the diol (9 g, 37.66 mmol) in CH2Cl2 (200 mL) was added triethylamine (15.2 g, 151 mmol) at −20˜30° C. under N2. After several minutes, triphosgene (5.5 g, 18.83 mmol) was added to the mixture dropwise at this temperature and stirred at −20˜30° C. for half an hour. Then the mixture was stirred at room temperature for 15 h. TLC (CH2Cl2/MeOH=10:1) showed the starting material was almost consumed. To the mixture was added water and extracted with ethyl acetate. The organic layer was dried over anhydrous Na2SO4, concentrated under vacuum and purified through silica gel chromatography (CH2Cl2/MeOH=10:1) to give the corresponding cyclized dioxolane (6.5 g, 55%) as pale solid.

1. waitAfter several minutes
2. stirringThen the mixture was stirred at room temperature for 15 h
3. customwas almost consumed
4. additionTo the mixture was added water
5. extractionextracted with ethyl acetate
6. dry with materialThe organic layer was dried over anhydrous Na2SO4
7. concentrationconcentrated under vacuum
8. custompurified through silica gel chromatography (CH2Cl2/MeOH=10:1)

ORD record

ord-162aed7f6d784082952c66a0848d8ec6

Source dataset

uspto-grants-2014_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08815873B2