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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 78140Generated: October 29, 2026

Water → HCID 59255222, compound

https://huagongshe.com/reaction/78140

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
Reactant5-Phenoxynicotinic acid methyl esterHCID 59255174—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59255222HCID 5925522278%

Reaction Steps

To a suspension of lithium aluminum hydride (689 mg, 14.5 mmol, purity: 80%) in tetrahydrofuran (20 mL) was added 5-phenoxy-nicotinic acid methyl ester (1.11 g, 4.84 mmol) described in Manufacturing Example 145-1-1 at 0° C., which was stirred for 20 minutes at room temperature. First water (689 mL), then a 5 N sodium hydroxide aqueous solution (689 μL), and then water (2.07 mL) were added at 0° C. to the reaction mixture, which was filtered through a Celite pad. The filtrate was concentrated under a reduced pressure, and the residue was purified by NH silica gel column chromatography (heptane: ethyl acetate=1:1) to obtain the title compound (756 mg, 78%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841327B2
Source datasetuspto-grants-2014_09
ORD IDord-9e34e0fc8a844c07998685190c2e49e5
Source noteuspto-grants-2014_09