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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1161641Generated: October 30, 2026

Ethanol → HCID 86232698, compound

https://huagongshe.com/reaction/1161641

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantDimethylformamideHCID 6228—
ReactantTetrahydrofuranHCID 8028—
ReactantSodium BisulfateHCID 516919—
ReactantButyllithiumHCID 178418339—
SolventDiethyl EtherHCID 3283—
SolventEthyl AcetateHCID 8857—
ProductHCID 86232698HCID 86232698—

Reaction Steps

To a solution of intermediate A.ii (10 g) in THF (250 ml) cooled to −78° C., was added n-BuLi (22 ml). After 15 min, a solution of DMF (10 ml) in ether (20 ml) was quickly added. The solution was stirred 15 min and EtOH (5 ml), followed by 1M NaHSO4 (40 ml), was added. After warming to rt, the organic layer was diluted with EA (100 ml). The two layers were separated and the aq. layer was extracted once with EA (100 ml). The combined org. layers were washed with brine and concentrated to dryness. The residue was chromatographed (EA-Hex 1-2 then 1-1) to afford the title compound (4.75 g) as a yellowish solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07820655B2
Source datasetuspto-grants-2010_10
ORD IDord-766263dc9ce04f20a198b37a1e609fe2
Source noteuspto-grants-2010_10