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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 736007Generated: October 29, 2026

Ethyl Acetate → HCID 57847746, compound

https://huagongshe.com/reaction/736007

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantBromopinacoloneHCID 21642—
ReactantSodium bis(trimethylsilyl)amideHCID 2724254—
ReactantHCID 20743446HCID 20743446—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57847746HCID 5784774687.2%

Reaction Steps

To a solution of 2-(2-fluoropyridin-4-yl)-1-phenylethanone (450 mg, 2.1 mmol) in dry THF (10 mL) at 0° C. was added a solution of sodium bis(trimethylsilyl)amide (2.1 mL, 1M). After 10 min. 1-bromopinacolone (309 μL, 2.3 mmol) was added dropwise and the solution stirred for 2 h. The solution was poured into ethyl acetate (25 mL) and H2O (25 mL) and the layers allowed to separate. The organic layer was collected and the aqueous layer extracted with ethyl acetate (30 mL). The combined organic layers were washed with H2O and brine, dried (MgSO4) and concentrated. The product was purified by flash chromatography using EtOAc-Pet. spirit (20:80) as eluant to give the pure product as a pale yellow oil (574 mg, 87%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07593820B2
Source datasetuspto-grants-2009_09
ORD IDord-fe84fde5652b4341a8cff577e792bc1e
Source noteuspto-grants-2009_09