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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1197066Generated: October 31, 2026

Sodium Chloride → HCID 131717409, compound

https://huagongshe.com/reaction/1197066

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantAcetyl chlorideHCID 6367—
ReactantHCID 21570786HCID 21570786—
ReactantHCID 86745875HCID 86745875—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
ProductHCID 131717409HCID 13171740943%

Reaction Steps

To a solution of 23 mg of 5-[(E)-4,7-dihydroxy-2-heptenylidene]-4-hydroxy-2-methylthio-4-(4-phenoxybutyl)-2-cyclopentenone obtained in Example 91 dissolved in 2 ml of dichloromethane was added 200 μl of triethylamine. Under ice-cooling and stirring. 20 μl of acetylchloride was added, and the mixture was stirred at 0° C. for 2 hours. Saturated aqueous sodium chloride was added, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate, filtrate and concentrated, followed by silica gel column chromatography to give 11 mg (yield 43%) of 5-[(E)-4,7-diacetoxy-2-heptenylidene]-4-hydroxy-2-methylthio-4-(4-phenoxybutyl)-2-cyclopentenone (J) and 4 mg (yield 17%) of 5-[(E)-4,7-diacetoxy-2-heptenylidene]-4-acetoxy-2-methylthio-4-(4-phenoxybutyl-2-cyclopentenone (K).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05116869
Source datasetuspto-grants-1992_05
ORD IDord-319c70d042bf4526b96dd0d44b1a2fa2
Source noteuspto-grants-1992_05