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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1524533Generated: November 3, 2026

Citric Acid → HCID 58045794, compound

https://huagongshe.com/reaction/1524533

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantEthyl AcetateHCID 8857—
ReactantPhenyltrimethylammonium bromide dibromideHCID 17977687—
ReactantHCID 58136802HCID 58136802—
SolventMeOH tetrahydrofuranHCID 21899815—
ProductHCID 58045794HCID 58045794116.5%

Reaction Steps

1-{3-tert-Butyl-5-[3-(tetrahydropyran-2-yloxy)propoxy]phenyl}ethanone (O2.059; 3.4 g) was dissolved in methanol/THF (50/50 ml) and admixed while stirring with phenyltrimethylammonium tribromide (4.21 g). After stirring at RT for 3 h, 20% citric acid solution was added and the mixture was stirred for 1 h. Then EA was added and the EA phase was removed. The EA phase was dried over magnesium sulfate and concentrated by rotary evaporation. The residue was purified by means of silica gel (80 g cartridge, n-heptane/EA gradient of 0-50% within 60 min). 2.49 g of the title compound were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09079906B2
Source datasetuspto-grants-2015_07
ORD IDord-3eea77fada26441e91cf87f554feb28f
Source noteuspto-grants-2015_07