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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1921903Generated: October 31, 2026

Oxygen → E-4-(4-[2-(4-tert-Butylbenzyloxy)phenyl]-2-{2-[4-(1H-tetrazol-5-yl)phenyl]ethyl}but-3-enyl)-2,6-difluorophenol

https://huagongshe.com/reaction/1921903

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxygenHCID 977—
ReactantAmmonium ChlorideHCID 25517—
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantHCID 178460975HCID 178460975—
SolventTetrahydrofuranHCID 8028—
ProductE-4-(4-[2-(4-tert-Butylbenzyloxy)phenyl]-2-{2-[4-(1H-tetrazol-5-yl)phenyl]ethyl}but-3-enyl)-2,6-difluorophenolHCID 178440940—

Reaction Conditions

Temperature0 °C

Reaction Steps

442 mg (0.51 mmol, 86%-pure) of E-5-{4-[5-[2-(4-tert-butylbenzyloxy)phenyl]-3-(3,5-difluoro-4-triisopropylsilanyloxybenzyl)pent-4-enyl]phenyl}-1H-tetrazole are charged in 12 mol of THF, cooled to 0° C., mixed with 1.18 ml (1.18 mmol) of a 1 M solution of tetra-n-butylammonium fluoride in THF with exclusion of oxygen and stirred at room temperature for 2 hours. The mixture is then added to ammonium chloride solution and extracted with ethyl acetate. The organic phase is dried over sodium sulfate and concentrated. 297 mg (0.5 mmol, 98% of theory) of the title compound are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08173704B2
Source datasetuspto-grants-2012_05
ORD IDord-817c3f26d02e40539951e75d02b0a477
Source noteuspto-grants-2012_05