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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 628239Generated: October 30, 2026

Dimethylformamide → 1397285-28-7

https://huagongshe.com/reaction/628239

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTetrahydrofuranHCID 8028—
ReactantLithium diisopropylamideHCID 2724682—
Reactant5-Bromothiophene-3-carboxylic acidHCID 12039978—
SolventWaterHCID 962—
Product1397285-28-7HCID 8670680895%

Reaction Conditions

Temperature-30 °C

Reaction Steps

Under a nitrogen atmosphere, 5-bromo-3-thiophenecarboxylic acid (12 g, 58 mmol) was added to THF (300 ml), and LDA (174 mmol, 232 ml, 0.75 M) was slowly dropped at −78° C. Then, the mixture was stirred for two hours at −30° C., and DMF was slowly dropped at −78° C. Then, water was added to the reaction solution. The reaction solution was then extracted with ethyl acetate, and an organic layer was washed with a saturated saline solution and water. The organic layer was dried with anhydrous magnesium sulfate, and, after filtration, the solvent was distilled off under reduced pressure. With this, a target substance was obtained as a solid (95% yield, crude product). 1H-NMR (400 MHZ, CDCl3, TMS) δ 10.44 (s, 1 H), 7.63 (s, 1 H)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09312491B2
Source datasetuspto-grants-2016_04
ORD IDord-7d1fd3878b79454ea0308b6297c86e8f
Source noteuspto-grants-2016_04