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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1871193Generated: November 1, 2026

Ethyl Acetate → HCID 22016838, compound

https://huagongshe.com/reaction/1871193

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantLithium borohydrideHCID 4148881—
ReactantMethyl 4-cyano-3-methoxybenzoateHCID 22464400—
SolventHydrochloric AcidHCID 313—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22016838HCID 2201683887.2%

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/IN HCl soln. [CAUTION], and the layers were separated. The organic layer was washed with water, sat Na2CO3 soln. and brine (4x), dried (Na2SO4), and concentrated in vacuo to provide the titled product (36.3 g, 87% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06103487
Source datasetuspto-grants-2000_08
ORD IDord-c12ef83b1dd84ef79d675698d3364fd1
Source noteuspto-grants-2000_08