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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1686382Generated: November 3, 2026

Methyl iodide → Methyl 2-(4-chloro-3-methoxyphenyl)propanoate

https://huagongshe.com/reaction/1686382

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantDiisopropylamineHCID 7912—
ReactantMethyl(4-chloro-3-methoxyphenyl)acetateHCID 57609448—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 2-(4-chloro-3-methoxyphenyl)propanoateHCID 67266387—

Reaction Steps

The product of step (i) (0.5 g) was added to a solution of nBuLi (1.75 ml, 1.6 M in THF) and diisopropylamine (0.4 ml) in THF (10 ml) at −78° C. and stirred for 1 h, then methyl iodide (0.18 ml) was added, stirred for 1 h at −78° C. then at room temperature for 1 h and quenched with water. The product was extracted with ether, dried (MgSO4) and evaporated under reduced pressure. The residue was purified by flash column chromatography (eluent 1:1 isohexane/ether) to give the subtitle compound (0.21 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08148572B2
Source datasetuspto-grants-2012_04
ORD IDord-2bcc2a2437734035b43297109a5c9e68
Source noteuspto-grants-2012_04