HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Toluenesulfonyl chloride → HCID 19789761, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1H-Indole-3-ethanamine, N,N-bis(phenylmethyl)- | HCID 45584 | — |
| Catalyst | Tetrabutylammonium hydrogen sulfate | HCID 94433 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | HCID 19789761 | HCID 19789761 | 74.1% |
Reaction Steps
N,N-dibenzyl-tryptamine (1.70 g) and tetra-n-butyl ammonium hydrogensulfate (0.17 g) in benzene (5 ml) were added to 50% aqueous NaOH solution (5 ml) and tosyl chloride (1.43 g) and the mixture was stirred at room temperature for 2 hrs. The organic layer was separated, washed with water and then brine and dried over magnesium sulfate. The solvent was evaporated off. Crystallization from acetone/hexane afforded 1.83 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05252580 |
| Source dataset | uspto-grants-1993_10 |
| ORD ID | ord-f59b0b7a0559472cbfb280cded0e6410 |
| Source note | uspto-grants-1993_10 |