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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1161777Generated: October 25, 2026

Sodium periodate → HCID 86629116, compound

https://huagongshe.com/reaction/1161777

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium periodateHCID 23667635—
ReactantEthyl 2-(4-bromo-2-chlorobenzyl)pent-4-enoateHCID 67316264—
CatalystOsmium TetroxideHCID 30318—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86629116HCID 8662911675.7%

Reaction Steps

Add sodium periodate (41 g, 190 mmol) into a solution of ethyl 2-(4-bromo-2-chlorobenzyl)pent-4-enoate (21 g, 63 mmol), 2.5 wt % OsO4 (64 g, 6.3 mmol) in THF (400 mL) and water (160 mL) and stir for 2 hours. Extract the reaction mixture with ethyl acetate, wash the organic layer with sodium thiosulfate solution and brine. Dry over sodium sulfate, filter and concentrate. Purify the residue with silica gel column to afford the title compound (15.9 g, 75%) as colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07820659B2
Source datasetuspto-grants-2010_10
ORD IDord-9c1377d2847a4e5e98810c81cc1b5086
Source noteuspto-grants-2010_10