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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2038407Generated: October 31, 2026

Ethyl Bromide → HCID 56962757, compound

https://huagongshe.com/reaction/2038407

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl BromideHCID 6332—
ReactantSodium hydrideHCID 24758—
ReactantHCID 67288595HCID 67288595—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 56962757HCID 5696275717.1%

Reaction Steps

To a solution of Compound 16 (50 mg, 0.101 mmol) in dry DMF (1 mL) was added NaH (6 mg, 0.152 mmol) and the resulting mixture was stirred at room temperature for 20 min. EtBr (0.012 mL, 0.12 mmol) was added and the reaction mixture was heated to 130° C. overnight. The resultant mixture was diluted with EtOAc and water. The organic layer was washed with water and aq. NaHCO3, dried over Na2SO4, filtered, and concentrated under reduced pressure. Purification of the residue by flash column chromatography (silica gel, 5% MeOH/EtOAc+0.5 TEA %) gave compound 53 (9 mg). MS m/z (M+H+) 522.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08575363B2
Source datasetuspto-grants-2013_11
ORD IDord-1610a4b1454d4db2bb000d96db544a22
Source noteuspto-grants-2013_11