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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2191040Generated: October 31, 2026

4-Toluenesulfonyl chloride → HCID 86641123, compound

https://huagongshe.com/reaction/2191040

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
Reactant(4aR,7R,7aR)-6-methoxy-2,2-dimethyl-tetrahydro-4H-furo[3,2-d][1,3]dioxin-7-olHCID 13833842—
SolventPyridineHCID 1049—
ProductHCID 86641123HCID 8664112393%

Reaction Conditions

Temperature0 °C

Reaction Steps

Compound 35.3 (35.42 g, 174 mmol) was dissolved in anhydrous pyridine, cooled to 0° C. and then treated with tosyl chloride (52.96 g, 278 mmol). The mixture was stirred at r.t. for 16 h and the solvent was removed under reduced pressure. The residue was dissolved in CH2Cl2, and washed with 3×100 mL water. The organic layer was collected, dried over MgSO4, filtered and concentrated under reduced pressure. The residue was subjected to a reverse phase column chromatography eluting with 50% EtOAc in hexane to give compound 35.4 (57.88 g, 93% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324179B2
Source datasetuspto-grants-2012_12
ORD IDord-797d6ba24d134da790bc38a5ece58257
Source noteuspto-grants-2012_12