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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 5284Generated: October 26, 2026

1-Butanol → 2-(6-Octyloxy-2-naphthyl)-5-butylbenzooxazole

https://huagongshe.com/reaction/5284

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-ButanolHCID 263—
Reactant1-IodooctaneHCID 12380—
ReactantPotassium HydroxideHCID 14797—
Reactant2-(6-Hydroxy-2-naphthyl)-5-butylbenzooxazoleHCID 135727113—
SolventWaterHCID 962—
Product2-(6-Octyloxy-2-naphthyl)-5-butylbenzooxazoleHCID 1979541456.6%

Reaction Steps

In a 30ml round-bottom flask, 0.47 g (1.48 m mole) of 2-(6-hydroxy-2-naphthyl)-5-butylbenzooxazole, 0.43 g (1.79 m mole) of octyl iodide, 0.12 g (1.82 m mole) of potassium hydroxide and 5 ml of butanol were placed, followed by refluxing for 310 minutes. The reaction mixture was poured into water, extracted from ethyl acetate to obtain an organic layer. The organic layer was washed with water dried with mirabilite and dried under reduced pressure to obtain a resultant. The resultant was recrystallized from ethylacetate to obtain a crystal. The crystal was filtered, purified by silica gel column chromatography (eluent: toluene) and recrystallized from acetone to obtain 0.36 g of 2-(6-octyloxy-2-naphthyl)-5-butylbenzooxazole (Yield: 56.6%). ##STR190##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05244596
Source datasetuspto-grants-1993_09
ORD IDord-b2461ebc65244f8f8d1cf4f61ec82c12
Source noteuspto-grants-1993_09