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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2209451Generated: October 29, 2026

Ethyl bromoacetate → HCID 70045577, compound

https://huagongshe.com/reaction/2209451

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl bromoacetateHCID 7748—
ReactantSodium bis(trimethylsilyl)amideHCID 2724254—
ReactantHCID 19380959HCID 19380959—
SolventTetrahydrofuranHCID 8028—
ProductHCID 70045577HCID 7004557793.2%

Reaction Conditions

Temperature-20 °C

Reaction Steps

To a stirred solution of 36a (340 mg, 1.1 mmol) in THF (10 mL) at -78° C. was added NaN(TMS)2 (1.0M in THF, 1.1 mL). After 15 minutes ethyl bromoacetate (250 uL, 2.2 mmol) was added and the reaction mixture to warm to -20° C. After 2 hours the reaction was quenched with HOAc (0.1 mL) and then concentrated. Flash chromatography (silica gel, 50% ethyl acetate/hexanes) gave 37a (380 mg, 90%) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05455243
Source datasetuspto-grants-1995_10
ORD IDord-821100a5724343339ccf24c710f6329d
Source noteuspto-grants-1995_10