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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1053799Generated: November 1, 2026

Toluene → HCID 118510814, compound

https://huagongshe.com/reaction/1053799

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantHCID 131736291HCID 131736291—
SolventAcOH THF waterHCID 21877175—
ProductHCID 118510814HCID 11851081477.3%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of methyl 4-(2-((1R,2R,3R)-3-((tert-butyldimethylsilyl)oxy)-2-((E)-3-((tert-butyldimethylsilyl)oxy)-4-(naphthalen-2-yl)but-1-en-1-yl)-5-oxocyclopentyl)ethyl)benzoate (1 g, 1.46 mmol) in HOAc/H2O/THF (32 mL, 2:1:1) was stirred at 70° C. overnight and then was co-evaporated with toluene. Purification of the residue by flash chromatography (ethyl acetate/hexanes) gave methyl 4-(2-((1R,2S)-2-((E)-3-hydroxy-4-(naphthalen-2-yl)but-1-en-1-yl)-5-oxocyclopent-3-en-1-yl)ethyl)benzoate (497 mg, 77%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394273B2
Source datasetuspto-grants-2016_07
ORD IDord-a5bbabaa82ca4cc7894cda01d2b647cd
Source noteuspto-grants-2016_07