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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1773647Generated: November 1, 2026

Trimethyl borate → HCID 66692124, compound

https://huagongshe.com/reaction/1773647

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethyl borateHCID 8470—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 66691631HCID 66691631—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66692124HCID 6669212458%

Reaction Conditions

Temperature23 °C

Reaction Steps

To a solution of 6.00 g (16.6 mmol) [(2-bromo-5-fluorobenzyl)oxy](triisopropyl)silane which was prepared according to intermediate example 299c in 60 mL tetrahydrofuran were added 7.31 mL n-butyllithium (2.5M in hexane) at −78° C. After 20 minutes of stirring 5.58 mL trimethyl borate were added and stirring was continued for additional 60 minutes. The mixture was allowed to warm to 23° C., poured into a saturated ammonium chloride solution and extracted with ethyl acetate. The organic layer was washed with brine and dried over sodium sulfate. After filtration and removal of the solvent the residue was purified by chromatography to give 3.16 g (58%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09255100B2
Source datasetuspto-grants-2016_02
ORD IDord-1483295540d04e1e9b9efd3362b2f893
Source noteuspto-grants-2016_02