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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 3942Generated: October 25, 2026

Methyl 4-chlorobenzoate → Lithium 4-chlorobenzoate

https://huagongshe.com/reaction/3942

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 4-chlorobenzoateHCID 14307—
ReactantLithium trimethylsilanolateHCID 74821—
SolventTolueneHCID 1140—
ProductLithium 4-chlorobenzoateHCID 1920564346.4%

Reaction Steps

The procedure of Example 1 was followed using methyl 4-chlorobenzoate (4.3 g, 25.2 mmol), lithium trimethylsilanolate (2.42 g, 25.2 mmol), and dry toluene (100 mL) and overnight heating at reflux. Lithium 4-chlorobenzoate (1.9 g, 46% yield) was isolated as a white solid: 1H NMR (D2O) δ 7.4 (ABq, Δν1-3 =31 Hz, J=9 Hz, Ar--H's, 2 H). This solid was contaminated with a small amount of lithium trimethylsilanolate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04723016
Source datasetuspto-grants-1988_02
ORD IDord-6e6d66be1f8a416f914ae00c5029e6a2
Source noteuspto-grants-1988_02