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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2384926Generated: November 2, 2026

Hydrochloric Acid → HCID 86629210, compound

https://huagongshe.com/reaction/2384926

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant4-Toluenesulfonyl chlorideHCID 7397—
Reactant(R)-5-(hydroxymethyl)-4-methylmorpholin-3-oneHCID 68949899—
SolventPyridineHCID 1049—
ProductHCID 86629210HCID 8662921043.2%

Reaction Steps

Dissolve (R)-5-hydroxymethyl-4-methyl-morpholin-3-one (767 mg, 5.29 mmol) in pyridine (18 mL). Cool the reaction to 0° C., add 1.3 g (6.9 mmol) of p-toluenesulfonyl chloride (1.3 g, 6.9 mmol), and stir for 90 min. Pour into 1N HCl (50 mL) and extract with EtOAc (2×100 mL). Wash the combined organic layers with brine (50 mL), dry over Na2SO4, and concentrate to give the crude product. Purify via silica gel chromatography using a 0-100% EtOAc/hexanes gradient to yield 684 mg (43%) of the title compound. MS/ES m/z 300.0 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263772B2
Source datasetuspto-grants-2012_09
ORD IDord-a2129889dc0b494cac6c4ba0edbff028
Source noteuspto-grants-2012_09