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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1935398Generated: November 1, 2026

Ethyl Acetate → HCID 22016838, compound

https://huagongshe.com/reaction/1935398

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantLithium borohydrideHCID 4148881—
ReactantMethyl 4-cyano-3-methoxybenzoateHCID 22464400—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22016838HCID 22016838—

Reaction Steps

To a solution of the ester from Step D (48.8 g, 255 mmol) in 400 mL of dry THF under argon at room temperature was added lithium borohydride (255 mL, 510 mmol, 2M THF) over 5 minutes. After 1.5 hours, the reaction was warmed to reflux for 0.5 hours, then cooled to room temperature. The solution was poured into EtOAc/1N HCl soln. [CAUTION], and the layers were separated. The organic layer was washed with water, sat Na2CO3 soln. and brine (4×), dried (Na2SO4), and concentrated in vacuo to provide the titled product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06387903B1
Source datasetuspto-grants-2002_05
ORD IDord-e7add42c4787486dac9cf93adf8b6e9c
Source noteuspto-grants-2002_05