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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1250333Generated: November 1, 2026

Hydrochloric Acid → (S)-(+)-3-Cyano-4-(2-methylbutyloxy)phenylboronic acid

https://huagongshe.com/reaction/1250333

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTrimethyl borateHCID 8470—
ReactantLithiumHCID 3028194—
Reactant(S)-(+)-3-Cyano-4-(2-methylbutyloxy)benzoic acidHCID 54501986—
SolventTetrahydrofuranHCID 8028—
Product(S)-(+)-3-Cyano-4-(2-methylbutyloxy)phenylboronic acidHCID 53923893—

Reaction Steps

The experimental procedure for the preparation of the lithium salt was as described in the preparation of compound 43. A solution of trimethyl borate (2.70 g, 0.024 mol) in dry THF (10 ml) was added dropwise to the lithium salt solution. The resultant mixture was allowed to warm to room temperature overnight whilst stirring and dilute hydrochloride acid was then added. The THF/water azeotrope was removed in vacuo and the remaining residue was dissolved in diethyl ether and washed with water until acid-free. The ether was dried (MgSO4) and removed in vacuo to leave a fawn solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06337420B1
Source datasetuspto-grants-2002_01
ORD IDord-9c4d575898124e31b8ca7d04e5ee2187
Source noteuspto-grants-2002_01