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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 929765Generated: November 1, 2026

Water → HCID 90202510, compound

https://huagongshe.com/reaction/929765

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPyridineHCID 1049—
ReactantHCID 131735126HCID 131735126—
SolventTetrahydrofuranHCID 8028—
ProductHCID 90202510HCID 9020251057.3%

Reaction Steps

A mixture of 3-[4-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-isoxazole-5-carboxylic acid amide (which may be prepared as described in Preparation of Intermediate 18; 800 mg, 2.4 mmol) in THF (8 mL) and HF/pyridine (70%; 0.25 mL) was stirred at room temperature. After 30 min, an addition portion of THF (8 mL) was added and the mixture was stirred for 5 h. H2O was added and the mixture was extracted four times with CHCl3/CH3OH (7:3). The organic layers were dried (Na2SO4), filtered and evaporated to give 3-(4-hydroxymethyl-phenyl)-isoxazole-5-carboxylic acid amide (300 mg, 57%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296711B2
Source datasetuspto-grants-2016_03
ORD IDord-45a6a52f104a48f397da94a613197edc
Source noteuspto-grants-2016_03