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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 41247Generated: October 29, 2026

Trimethyl borate → HCID 58223487, compound

https://huagongshe.com/reaction/41247

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethyl borateHCID 8470—
ReactantAmmonium ChlorideHCID 25517—
Reactant2-Bromo-5-(isopropoxymethyl)-1,3-dimethoxybenzeneHCID 58223454—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58223487HCID 5822348735.2%

Reaction Steps

To a tetrahydrofuran (20 ml) solution of 2-bromo-5-(isopropoxymethyl)-1,3-dimethoxybenzene (1.85 g, 6.40 mmol) was added dropwise 2.77M n-butyllithium (2.77 ml, 7.68 mmol) at −78° C., and the mixture was stirred for one hour. To the mixture was added trimethyl borate (0.86 ml, 7.68 mmol), and the mixture was warmed to room temperature. After the reaction was completed, a saturated aqueous solution of ammonium chloride was added while cooling on ice, which was extracted with ethyl acetate and dried over anhydrous magnesium sulfate, and the solvent was then distilled off under reduced pressure. The residue was purified by silica gel column chromatography (n-heptane/ethyl acetate: 3/1 then 1/1) to obtain the title compound (571 mg, 2.25 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08530504B2
Source datasetuspto-grants-2013_09
ORD IDord-9b27568306d84a02850008dd80e8a297
Source noteuspto-grants-2013_09