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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1003780Generated: October 31, 2026

Hydrochloric Acid → HCID 53734384, compound

https://huagongshe.com/reaction/1003780

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPyridineHCID 1049—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantHCID 53840423HCID 53840423—
SolventEthyl AcetateHCID 8857—
ProductHCID 53734384HCID 5373438481.5%

Reaction Steps

Into a solution wherein 0.5 g of (R)-2-(2,4-difluorophenyl)-3-propionyloxy-1,2-propanediol obtained in Example 37 was dissolved in 5 ml of ethyl acetate was added dropwise 0.66 g of methanesulfonyl chloride at a temperature of 0° to 5° C., and thereto was added dropwise 0.46 g of pyridine at a temperature of 0° to 5° C. After dropping, the resulting liquid was stirred at room temperature for 16 hours. To the reaction mixture was added 20 ml of 1N hydrochloric acid and an organic layer separated. The organic layer was washed with saturated aqueous solution with sodium hydrogencarbonate and with saturated aqueous solution with sodium chloride, and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure and the residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate=1/1) to give 0.53 g of oily (S)-2-(2,4-difluorophenyl)-1-propionyloxy-3-methanesulfonyloxy-2-propanol. An optical purity thereof was determined in the same manner as in Example 35. (Elution time: 24.3 minutes ((R)-form) and 26.9 minutes ((S)-form)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06046354
Source datasetuspto-grants-2000_04
ORD IDord-a4f43bba5fa542a4ace09e8690b89868
Source noteuspto-grants-2000_04