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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 657941Generated: October 30, 2026

Citric Acid → HCID 58136875, compound

https://huagongshe.com/reaction/657941

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantEthyl AcetateHCID 8857—
ReactantPhenyltrimethylammonium bromide dibromideHCID 17977687—
ReactantHCID 58136945HCID 58136945—
SolventMeOH tetrahydrofuranHCID 21899815—
ProductHCID 58136875HCID 58136875104.7%

Reaction Steps

1-{3-tert-Butyl-5-[2-(tetrahydropyran-2-yloxy)ethoxy]phenyl}ethanone (O2.061; 3.9 g) was dissolved in methanol/THF (60 ml/60 ml) and admixed while stirring with phenyltrimethylammonium tribromide (5.03 g). After stirring at RT for 3 h, the reaction mixture was added to 20% citric acid and stirred for 1 h. After adding EA, the EA phase was removed, dried and concentrated. The residue was purified using silica gel (80 g cartridge, n-heptane/EA gradient of 0-50% within 60 min). 2.56 g of the title compound were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08076336B2
Source datasetuspto-grants-2011_12
ORD IDord-df2ddee6541b4161a4335389909ae9a7
Source noteuspto-grants-2011_12