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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 657940Generated: October 29, 2026

Citric Acid → HCID 58045794, compound

https://huagongshe.com/reaction/657940

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 numberUS08076336B2
Source datasetuspto-grants-2011_12
ORD IDord-3f798f37115f49b4bcf30832306d61dd
Source noteuspto-grants-2011_12