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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 336590Generated: October 29, 2026

Toluene → HCID 89499006, compound

https://huagongshe.com/reaction/336590

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantMethyl iodideHCID 6328—
ReactantHCID 89499008HCID 89499008—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 89499006HCID 89499006—

Reaction Steps

To a solution of EXAMPLE 32A (2.44 g) in tetrahydrofuran (25 mL)/toluene (25 mL) was added n-butyllithium (7.49 mL) at −40° C. The reaction mixture was stirred for 60 minutes when CH3I (1.873 mL) was added and the stirring was continued for 2 hours at −40° C. The reaction mixture was quenched with saturated ammonium chloride solution, extracted with ethyl acetate, dried over magnesium sulfate, filtered, concentrated and purified by flash chromotography (silica gel, 0%-15% ethyl acetate/hexanes).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889675B2
Source datasetuspto-grants-2014_11
ORD IDord-f54bfd79831c4a70a559c9d8d914bd4d
Source noteuspto-grants-2014_11