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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1707757Generated: October 31, 2026

Toluene → HCID 18962557, compound

https://huagongshe.com/reaction/1707757

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 (lc), 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 colourless oil of 4-benzyloxy-5-ethoxy-l-methylindole (1.6 g; yield = 95%) is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05354870
Source datasetuspto-grants-1994_10
ORD IDord-200be736ab3b40ceb1242ae0843bf0b7
Source noteuspto-grants-1994_10