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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 59336Generated: October 29, 2026

Dimethylformamide → HCID 58483266, compound

https://huagongshe.com/reaction/59336

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantLithium diisopropylamideHCID 2724682—
ReactantEthyl 2-chloro-6-fluorobenzoateHCID 43389523—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58483266HCID 5848326635.1%

Reaction Steps

To a cold solution of ethyl 2-chloro-6-fluorobenzoate (0.500 g, 24.7 mmol) in THF (35 mL) was added LDA (6.6 g, 61.8 mmol) at −78° C. The reaction mixture was stirred for 2 h at same temperature, followed by addition of DMF (2.7 g, 37 mmol). The reaction mixture was further stirred for 2 h at same temperature. The reaction mass was quenched in dilute HCl, extracted with ethyl acetate and concentrated to afford crude product which was further purified by column chromatography eluting with EtOAC: pet. ether to afford 2.00 g of pure product. 1H NMR (300 MHz, DMSO d6): δ 1.31 (t, 3H), 4.42 (q, 2H), 7.94-7.99 (m, 2H), 10.14 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09439890B2
Source datasetuspto-grants-2016_09
ORD IDord-4336002c571f4c5ba013cf5fcdb4679f
Source noteuspto-grants-2016_09