Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1024114Generated: October 29, 2026

Dimethylformamide → HCID 86642144, compound

https://huagongshe.com/reaction/1024114

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantHCID 68705485HCID 68705485—
ReactantButyllithiumHCID 178418339—
SolventDiethyl EtherHCID 3283—
ProductHCID 86642144HCID 8664214477%

Reaction Steps

n-Butyllithium (0.14 mL, 0.22 mmol, 1.6 M/hexanes) was added to an ice cold solution of 41 (53 mg, 0.11 mmol) in 0.5 mL ether. After 1 h, DMF (85 μL, 1.1 mmol) was added and the reaction was allowed to stir for 40 min. At this time, the reaction was quenched by addition of 10 mL saturated NH4Cl solution. The mixture was extracted with ethyl acetate (2×20 mL) and the combined ethyl acetate solution was dried (Na2SO4), filtered and evaporated. The residue was purified by flash chromatography using a Combiflash unit by Teledyne Isco (12 g silica gel, 0%→15% ethyl acetate/hexanes) which gave the title compound (43 mg, 0.084 mmol, 77%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722726B2
Source datasetuspto-grants-2014_05
ORD IDord-f38312c39cfd4b719b155ea714bd9ff5
Source noteuspto-grants-2014_05