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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 654396Generated: October 30, 2026

Toluene → HCID 18962557, compound

https://huagongshe.com/reaction/654396

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantDimethyl SulfateHCID 6497—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 18962543HCID 18962543—
CatalystTetrabutylammonium hydrogen sulfateHCID 94433—
SolventWaterHCID 962—
ProductHCID 18962557HCID 1896255795%

Reaction Conditions

Temperature60 °C

Reaction Steps

The 4-benzyloxy-5-ethoxyindole (1.8 g, 0.0067 mole) obtained in Example (1c), 50% caustic soda (8 ml), toluene (5.4 ml) and tetrabutylammonium hydrogen sulphate (180 mg) are successively introduced. The mixture is heated to 60° C. and dimethyl sulphate (1 g) is introduced. The mixture is left at 60° C. for 30 minutes, diluted with water and the two phases are separated. The organic phase is washed with water, dried and the solvent evaporated. A colorless oil of 4-benzyloxy-5-ethoxy-1-methylindole (1.6 g; yield= 95%) is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05131911
Source datasetuspto-grants-1992_07
ORD IDord-e5580f38fe37406bb58fbe8423476e24
Source noteuspto-grants-1992_07