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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 508190Generated: October 29, 2026

Sulfuric Acid → HCID 16094239, compound

https://huagongshe.com/reaction/508190

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantDiisopropylamineHCID 7912—
ReactantTriethyl borateHCID 9009—
ReactantLithium diisopropylamideHCID 2724682—
Reactant3,6-Difluoro-2-methoxybenzoic acidHCID 16094245—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 16094239HCID 16094239—

Reaction Steps

To a solution of 3,6-difluoro-2-methoxybenzoic acid (i-6b) (0.94 g, 5 mmol) in THF (5 mL) at −70° C. was added a solution of LDA [freshly prepared from diisopropylamine (1.51 g, 15 mmol) and n-BuLi (10M solution in hexane, 1.5 mL, 15 mol) in THF (15 mL). The resultant solution was stirred for 15 mins, followed by the addition of B(OEt)3 (1.46 g, 10 mmol). The mixture was stirred for 15 mins and then hydrolyzed with dilute aq. H2SO4. The organic phase was separated and the aqueous layer was extracted with Et2O. The combined organics were concentrated and the residue solid was washed with H2O and hexane, dried to give the title compound as white crystals. LCMS (ESI) calc'd for C8H7BF2O5 [M+H]+: 233. found: 233.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09095583B2
Source datasetuspto-grants-2015_08
ORD IDord-b6f5f043948143d59c16cb465ffc0948
Source noteuspto-grants-2015_08