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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 490679Generated: October 29, 2026

Methyl iodide → HCID 57675476, compound

https://huagongshe.com/reaction/490679

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantLithium diisopropylamideHCID 2724682—
ReactantHCID 19097360HCID 19097360—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57675476HCID 57675476—

Reaction Steps

To a solution of 2-(5-benzyloxy-indol-1-yl)-propionic acid ethyl ester (20 g, 61.5 mmol) in THF (180 mL) is added LDA (2.0 M toluene, 37 mL) dropwise at −78° C. After the addition of LDA, the mixture is stirred for 30 min, then methyl iodide (8.77 g, 122.6 mmol) is added. The reaction mixture is allowed to warm to room temperature, after stirred for 2 hrs, quenched by water, extracted with ethyl acetate, dried over sodium sulfate. Concentration yields the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07528160B2
Source datasetuspto-grants-2009_05
ORD IDord-b5825e77b9254db382e3125fd47d9537
Source noteuspto-grants-2009_05