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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2287613Generated: October 29, 2026

Acetic Acid → 4-(6-Hydroxy-2,2,3,3,4,4,5,5-octafluorohexyloxy)tetrafluoronitrobenzene

https://huagongshe.com/reaction/2287613

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTriethylamineHCID 8471—
ReactantPentafluoronitrobenzeneHCID 70154—
Reactant2,2,3,3,4,4,5,5-Octafluorohexane-1,6-diolHCID 136181—
SolventWaterHCID 962—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product4-(6-Hydroxy-2,2,3,3,4,4,5,5-octafluorohexyloxy)tetrafluoronitrobenzeneHCID 1854661867.2%

Reaction Steps

A mixture of 2,2,3,3,4,4,5,5-octafluoro-1,6-hexanediol (7.86 g) was treated with pentafluoronitrobenzene (2.13 g) and triethylamine (1.39 mL) in NMP (15 mL) at room temperature for 1 hr. The mixture was diluted with water, acidified with acetic acid, and extracted with ethyl ether. The extract was washed with water and brine; dried (MgSO4) and concentrated. Excess diol was removed by distillation and the residual oil purified by chromatography to give 4-(6-hydroxy-2,2,3,3,4,4,5,5-octafluorohexyloxy)tetrafluoronitrobenzene (3.06 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06084057
Source datasetuspto-grants-2000_07
ORD IDord-74a33d3cfd504163a5322ad5a8952fa4
Source noteuspto-grants-2000_07