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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1161174Generated: October 26, 2026

Hydrochloric Acid → HCID 178514831, compound

https://huagongshe.com/reaction/1161174

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantHexaneHCID 8058—
ReactantTriisopropyl borateHCID 21531—
ReactantButyllithiumHCID 178418339—
ReactantHCID 178515525HCID 178515525—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178514831HCID 178514831—

Reaction Conditions

Temperature-20 °C

Reaction Steps

Add a 2.5 M solution of n-butyllithium in hexane (0.60 mL, 1.10 mmol) to a solution of 5-(3-bromophenyl)isoxazol-3-ol (120 mg, 0.50 mmol) and triisopropyl borate (113 mg, 0.60 mmol) in a mixture of toluene (2.5 mL) and THF (2.5 mL) at −78° C. After 1.5 h, warm the mixture to −20° C. and add a 2.0 N aqueous HCl solution (1 mL). Extract the mixture with EtOAc after warm to room temperature. Dry, filter and concentrate the organic layer to a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07816523B2
Source datasetuspto-grants-2010_10
ORD IDord-738494c5dfd14746894074d55de22c64
Source noteuspto-grants-2010_10