Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 595983Generated: October 30, 2026

Dimethylformamide → HCID 118045868, compound

https://huagongshe.com/reaction/595983

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantHCID 118045958HCID 118045958—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 118045868HCID 118045868—

Reaction Conditions

Temperature-78 °C

Reaction Steps

1-bromo-3-fluoro-5-(fluoromethyl)benzene (1.30 g, 6.28 mmol) was dissolved in THF (31.4 mL), then cooling down to −78° C., butyllithium (2.5M in Hexanes) (2.76 mL, 6.91 mmol) was added at −78° C., the reaction mixture was then stirred at −78° C. for 30 min. DMF (0.972 mL, 12.56 mmol) was added, after stirred at −78° C. for 1h, The reaction mixture was quenched by HCl and the reaction mixture was then extracted by EtOAc, the organic was dried and concentrated to yield the crude product. The crude material was used in next step reaction without purification. LCMS (m/z): no mass (MH+), 0.60 min. 1H NMR (400 MHz, CDCl3) δ ppm 10.08-9.93 (m, 1H), 7.68 (s, 1H), 7.56 (d, J=8.2 Hz, 1H), 7.37 (d, J=7.8 Hz, 1H), 5.53 (s, 1H), 5.42 (s, 1H)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09242996B2
Source datasetuspto-grants-2016_01
ORD IDord-b92c05d9f5154dd7accca3eb57f589a8
Source noteuspto-grants-2016_01