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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2222449Generated: October 29, 2026

Hydrochloric Acid → HCID 23023492, compound

https://huagongshe.com/reaction/2222449

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiisopropylamineHCID 7912—
ReactantMethyl tetrahydrofuran-2-carboxylateHCID 169922—
Reactant3-Methoxybenzyl bromideHCID 4067207—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
SolventEthyl AcetateHCID 8857—
ProductHCID 23023492HCID 2302349259%

Reaction Steps

To a solution of 4.44 g of diisopropylamine in 20 ml of tetrahydrofuran were sequentially added 26 ml of 1.6 M solution of n-butyllithium in hexane, 5.30 g of methyl tetrahydro-2-furancarboxylate in 20 ml of tetrahydrofuran and 8.85 g of 1-bromomethyl-3-methoxybenzene in 25 ml of tetrahydrofuran at −70° C. under an atmosphere of nitrogen gas. After warming to room temperature, 100 ml of 1N hydrochloric acid and 200 ml of ethyl acetate were added. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated. The residue was purified by silica gel column chromatography, to give 6.01 g of the title compound from the 4:1 hexane-ethyl acetate fraction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07371777B2
Source datasetuspto-grants-2008_05
ORD IDord-3ea028b35f894ef99fe94cacefb314ca
Source noteuspto-grants-2008_05