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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1901633Generated: October 31, 2026

Sodium hydride → HCID 23368395, compound

https://huagongshe.com/reaction/1901633

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-Amino-1-pentanolHCID 249017—
Reactant3-Chloro-1,2-benzoxazoleHCID 2779780—
SolventTetrahydrofuranHCID 8028—
ProductHCID 23368395HCID 2336839588.1%

Reaction Steps

A solution of 2.86 g of 2-amino-1-pentanol in 2 ml of tetrahydrofuran is added to a suspension of 2.24 g of 60% (w/w) sodium hydride in 20 ml of tetrahydrofuran at 20°-25° C. and they are refluxed for two hours. Subsequently, under reflux, a solution of 4.3 g of 3-chloro-1,2-benzoisoxazole in 30 ml of tetrahydrofuran is added and refluxed for a further one hour. After cooling, the solvent is removed by distillation under reduced pressure. Ethyl acetate and water are added to the residue obtained, and after shaking, the organic layer is separated. The separated organic layer is washed with a saturated saline solution, dried over anhydrous magnesium sulfate, and thereafter purified by a silica gel column chromatography [eluant:chloroform:methanol=20:1], to obtain 5.38 g of oily 3-(2-aminopentyloxy)-1,2-benzoisoxazole.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05578627
Source datasetuspto-grants-1996_11
ORD IDord-60157123800d44fc9ae728d5a512a247
Source noteuspto-grants-1996_11