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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 224328Generated: October 31, 2026

Chloroform → HCID 86737312, compound

https://huagongshe.com/reaction/224328

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
ReactantTetrahydrofuranHCID 8028—
ReactantN-bromobutanimideHCID 67184—
ReactantHCID 70596939HCID 70596939—
SolventEthyl AcetateHCID 8857—
ProductHCID 86737312HCID 8673731278.8%

Reaction Steps

Under an atmosphere of nitrogen, 85 mg of N-bromosuccinimide were added to a solution of 175 mg of (5Z,13E)-(9α,11α,15S)-9,11,15-trihydroxy-20-chloroprosta-5,13-dienoic acid methyl ester [prepared as described in Example 4 of British Patent Application No. 22090/75 and, e.g. the equivalent Belgian Specification No. 842113] in 3 ml of a mixture of chloroform and tetrahydrofuran (1:1) and the mixture was stirred at room temperature for 10 minutes. The reaction mixture was diluted with ethyl acetate and washed with an aqueous solution of sodium chloride, dried over anhydrous sodium sulphate and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel using a mixture of cyclohexane and ethyl acetate (1:2) as eluent to give 165 mg of the title compound having the following physical characteristics:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04232009
Source datasetuspto-grants-1980_11
ORD IDord-e343abd145a345468b6a3a5b5909462d
Source noteuspto-grants-1980_11