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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 442586Generated: October 30, 2026

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

https://huagongshe.com/reaction/442586

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 hydrochloric 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 numberUS05891358
Source datasetuspto-grants-1999_04
ORD IDord-8d36b30d02454af9b5c685ec55fb20d7
Source noteuspto-grants-1999_04