Hydrochloric Acid → HCID 86697493, compound

Temperature

21.5 °C

A four-neck flask having an internal capacity of 300 mL and fitted with a stirrer, a dropping funnel and a thermometer was charged with a 5.0 (mol/L) aqueous solution of sodium hydroxide, and 29.5 g of methyl 2,3-epoxy-7-oxabicyclo[2.2.1]hept-2-ene-5-sulfonate was added dropwise to the flask from the dropping funnel so that the internal temperature of the flask was maintained within a range from 20 to 23° C. Following completion of the dropwise addition, the reaction mixture was stirred for 4 hours, and then while the flask was cooled in an ice bath, concentrated hydrochloric acid was added dropwise to adjust the pH to 7.3. Subsequently, the reaction mixture was extracted 4 times with 300 mL samples of ethyl acetate, the thus obtained organic layers were combined and concentrated, and the resulting concentrate was separated and purified by silica gel column chromatography, yielding 4.75 g (purity: 98.8%, 0.024 mol) of 2-hydroxy-4,8-dioxa-5-thiatricyclo[4.2.1.03,7]nonane=5,5-dioxide.

1. customA four-neck flask having
2. customan internal capacity of 300 mL and fitted with a stirrer, a dropping funnel
3. additionwas added dropwise to the flask from the dropping funnel so that the internal temperature of the flask
4. additioncompletion of the dropwise addition
5. temperaturewhile the flask was cooled in an ice bath
6. extractionSubsequently, the reaction mixture was extracted 4 times with 300 mL samples of ethyl acetate
7. concentrationconcentrated
8. concentrationthe resulting concentrate
9. customwas separated
10. custompurified by silica gel column chromatography

ORD record

ord-450906a9a92749ee8fc0ec721d758df4

Source dataset

uspto-grants-2015_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09170487B2