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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 215914Generated: October 29, 2026

Dimethylformamide → HCID 58006149, compound

https://huagongshe.com/reaction/215914

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantN,N,N',N'-TetramethylethylenediamineHCID 8037—
ReactantHCID 58006280HCID 58006280—
ReactantButyllithiumHCID 178418339—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58006149HCID 58006149—

Reaction Steps

To a cold (0° C.) solution of Compound 71 (2.8 g, 13.5 mmol) in THF (10 mL) was added TMEDA (1.88 g, 16.2 mmol) followed by n-BuLi (2.5 M solution in hexane, 6.5 mL, 16.2 mmol). The mixture was stirred for 30 min at room temperature then DMF (1.48 g, 20.25 mmol) was added and the solution stirred for 3 h at room temperature. The reaction was then diluted with water (20 mL), and the product was extracted with EtOAc (3×50 mL). The organic layers were combined and washed with brine, and dried (MgSO4), and filtered, and the solvent was removed under reduced pressure. After silica gel chromatography, the product (Compound 72) was obtained as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193203B2
Source datasetuspto-grants-2012_06
ORD IDord-e366b38e02e3492f835bf2851f802761
Source noteuspto-grants-2012_06