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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 857310Generated: October 28, 2026

Sodium hydride → HCID 21867387, compound

https://huagongshe.com/reaction/857310

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantEthyl 4-bromobutyrateHCID 76300—
ReactantHCID 21867385HCID 21867385—
CatalystTetrabutylammonium IodideHCID 67553—
SolventDimethylformamideHCID 6228—
ProductHCID 21867387HCID 21867387—

Reaction Steps

To a vigorously stirred solution of 0.32 g of the product from Step 2 in 5 mL of DMF was added sequentially 0.045 g NaH (60% in mineral oil), 0.2 mL of ethyl 4-bromobutyrate and 0.02 g of n-Bu4NI. The mixture was stirred for 45 minutes at room temperature, quenched with 5 mL of saturated aqueous solution of NH4Cl and 5 mL of water, and extracted with 40 mL of 1:1 hexane/EtOAc. The extract was dried over Na2SO4 and concentrated. The residue was purified by silica gel flash chromatography eluted with 9:1 hexane/EtOAc to give 0.3 g of the title compound as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07144913B2
Source datasetuspto-grants-2006_12
ORD IDord-f7ee5e731f9c47eeba2e337270511c6f
Source noteuspto-grants-2006_12