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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1375656Generated: October 30, 2026

Sodium borohydride → Methyl 5-(3-(3-hydroxybutyl)phenyl)isoxazole-3-carboxylate

https://huagongshe.com/reaction/1375656

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
Reactant5-(3-(3-Oxo-butyl)-phenyl)-isoxazole-3-carboxylic Acid Methyl EsterHCID 69508096—
SolventMethanolHCID 887—
ProductMethyl 5-(3-(3-hydroxybutyl)phenyl)isoxazole-3-carboxylateHCID 6950792299%

Reaction Steps

To a mixture of 5-(3-(3-Oxo-butyl)-phenyl)-isoxazole-3-carboxylic acid methyl ester (860 mg, 3.15 mmol) in methanol (15 mL)at room temperature was added NaBH4 (178 mg, 4.7 mmol) with stirring. After 30 min, the reaction mixture was partitioned between ethyl acetate and 3N HCl. The organic layer was washed with brine, dried over Na2SO4, filtered, evaporated in vacuo to provide the titled compound as a light brown oil (850 mg, 99% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07169797B2
Source datasetuspto-grants-2007_01
ORD IDord-ee17a314a7444791a170515a9f13affd
Source noteuspto-grants-2007_01