Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Dimethyl Sulfate | HCID 6497 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 18962543 | HCID 18962543 | — |
| Catalyst | Tetrabutylammonium hydrogen sulfate | HCID 94433 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 18962557 | HCID 18962557 | 95% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05131911 |
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| Source dataset | uspto-grants-1992_07 |
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| ORD ID | ord-e5580f38fe37406bb58fbe8423476e24 |
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| Source note | uspto-grants-1992_07 |
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