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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 392865Generated: October 29, 2026

Diethyl Ether → 4-Benzyloxy-5-ethyl-2-methoxy-phenylboronic acid

https://huagongshe.com/reaction/392865

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantTriethyl borateHCID 9009—
Reactant1-(Benzyloxy)-4-bromo-2-ethyl-5-methoxybenzeneHCID 22662106—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Solvent1,2-DimethoxyethaneHCID 8071—
Product4-Benzyloxy-5-ethyl-2-methoxy-phenylboronic acidHCID 22662103—

Reaction Conditions

Temperature-78 °C

Reaction Steps

The resulting 5-benzyloxy-2-bromo-4-ethyl-1-methoxybenzene (4) is allowed to react with n-butyl lithium in a polar solvent such as ether, glyme or tetrahydrofuran (THF), preferably THF, at a temperature of about −78° C. Triethyl borate is then added to the reaction mixture, and the reaction mixture is allowed to stir at a temperature of about −78° C. The reaction mixture is then allowed to warm to about room temperature. The reaction yields 4-benzyloxy-5-ethyl-2-methoxy-phenylboronic acid (5).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06803470B2
Source datasetuspto-grants-2004_10
ORD IDord-86949690d9ae4f2aab98c76300429ec7
Source noteuspto-grants-2004_10