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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1262553Generated: November 1, 2026

Sodium Hydroxide → alpha-[3-[4-(1,2-Benzisoxazol-3-yl)-1-piperazinyl]propyl]-4-fluorobenzenemethanol

https://huagongshe.com/reaction/1262553

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantSodium borohydrideHCID 4311764—
Reactant4-[4-(1,2-Benzisoxazol-3-yl)-1-piperazinyl]-1-(4-fluorophenyl)-1-butanone hydrochlorideHCID 13232489—
SolventEthanolHCID 702—
Productalpha-[3-[4-(1,2-Benzisoxazol-3-yl)-1-piperazinyl]propyl]-4-fluorobenzenemethanolHCID 13232490—

Reaction Steps

Reduction of 4-[4-(1,2-benzisoxazol-3-yl)-1-piperazinyl]-1-(4-fluorophenyl)-1-butanone hydrochloride (2.0 g., 0.005 mole) with sodium borohydride (0.57 g., 0.015 mole) in 200 ml. of absolute ethanol is carried out according to the procedure of Example 13. Residual material remaining after concentration of the acidified mixture is basified with sodium hydroxide and extracted with chloroform. The combined extracts are dried over magnesium sulfate, concentrated in vacuo and triturated with ether to give 1.2 g. of the free base product. Crystallization of this material from ethanol affords analytically pure α-[3-[4-(1,2-benzisoxazol-3-yl)-1-piperazinyl]propyl]-4-fluorobenzenemethanol, m.p. 142.5°-143.5° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04452799
Source datasetuspto-grants-1984_06
ORD IDord-68be6bab225d40b5bc34f45de5246f11
Source noteuspto-grants-1984_06