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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1534371Generated: November 4, 2026

Thionyl Chloride → HCID 15703835, compound

https://huagongshe.com/reaction/1534371

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant11-Hydroxy-3-(1-hydroxy-3-methylbutyl)-4-methoxy-9-methyl-5H,7H-dibenzo[b,g][1,5]dioxocin-5-oneHCID 124213—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 15703835HCID 15703835—

Reaction Steps

200 mg (0.54 mmol) of penicillide (Ib) are heated under reflux for 5 h (exclusion of moisture) in 1 ml of dioxane and 0.38 ml (5.2 mmol) of thionyl chloride. After evaporating in vacuo, the residue is taken up in methylene chloride, and the solution is washed with aqueous bicarbonate, then with water, dried and evaporated. Chromatography on silica gel Si60 in ether/petroleum ether=2:1 yields 187 mg (93% of theory) of colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05089487
Source datasetuspto-grants-1992_02
ORD IDord-766cefe857214b32b21cf5a4b2d1e18c
Source noteuspto-grants-1992_02