HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → 6-(Benzyloxy)-1-methyl-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 6-(benzyloxy)-1H-indole | HCID 260804 | — |
| Reactant | Methyl sulfate(1-) | HCID 4694097 | — |
| Catalyst | Tetrabutylammonium hydrogen sulfate | HCID 94433 | — |
| Solvent | Water | HCID 962 | — |
| Product | 6-(Benzyloxy)-1-methyl-1H-indole | HCID 12348384 | — |
Reaction Steps
To 125 g of caustic soda in pellets in 125 ml water are added 300 ml toluene, 50 ml methylsulphate and 7.36 g tetrabutylammonium hydrogensulphate, then, with stirring, 0.33 mole (73.6 g) 6-benzyloxyindole. Stirring is maintained for 15 minutes after the end of the evolution of heat. The reaction medium is diluted with two volumes of water. After separation of the organic phase the aqueous phase is extracted with toluene. After washing the organic phases with water and drying them, the desired product is obtained by evaporation. It melts at 79° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05034015 |
| Source dataset | uspto-grants-1991_07 |
| ORD ID | ord-90206bd4933f4f4ca87e8ae8907afb2c |
| Source note | uspto-grants-1991_07 |