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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1715330Generated: October 29, 2026

Water → HCID 56680440, compound

https://huagongshe.com/reaction/1715330

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl bromoacetateHCID 7748—
ReactantLithium HexamethyldisilazideHCID 2733832—
ReactantHCID 56670277HCID 56670277—
SolventTetrahydrofuranHCID 8028—
ProductHCID 56680440HCID 56680440—

Reaction Steps

To a −78° C. stirring solution of 4-(4,4-Dimethyl-2-oxo-pyrrolidin-3-yloxy)-2-trifluoromethyl-benzonitrile (Compound (1), product of Example 3, Step E, 5.00 g, 16.8 mmoles) in 100 mL THF under a nitrogen atmosphere was added lithium bis(trimethylsilyl)amide (1 M in THF, 18.4 mL, 18.4 mmoles) and bromoacetic acid ethyl ester (2) (2.0 mL, 18.4 mmoles). The cooling bath was allowed to warm up to ambient temperature overnight. Water (25 mL) was added and the reaction mixture was concentrated in vacuo. Methylene chloride (100 mL) and water (50 mL) was added, the mixture is agitated and the layers are separated. The organic layer was concentrated in vacuo. The product (3) is used as is for the next reaction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07799823B2
Source datasetuspto-grants-2010_09
ORD IDord-7eaf23f01da94aa4b5cf35c7f197c9b8
Source noteuspto-grants-2010_09