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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2246641Generated: October 31, 2026

Water → HCID 57835837, compound

https://huagongshe.com/reaction/2246641

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl bromoacetateHCID 7748—
ReactantLithium diisopropylamideHCID 2724682—
ReactantHCID 57835885HCID 57835885—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57835837HCID 57835837—

Reaction Steps

To a solution of 2-(4-(benzyloxy)benzyl)-5-methyloxazole (M5.2) (3.23 mmol) in THF (25 mL) at −78° C., was added dropwise LDA (4.5 mmol). The mixture was stirred for 18 minutes, followed by addition of ethyl bromoacetate (4.5 mmol). It was allowed to warm to room temperature for 3 hours, followed by addition of water, which was extracted with EtOAc. The extract was washed with brine and dried over Na2SO4 using standard work up conditions. Column chromatography (1/3 EtOAc/hexane) of the residue afforded compound M5.3. MS ESI (pos.) m/e: 366 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07687526B2
Source datasetuspto-grants-2010_03
ORD IDord-8b4f0e03262e4f559e77b3d761e9f246
Source noteuspto-grants-2010_03