HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 15838486, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 5-bromo-3-(2-(pyrrolidin-1-yl)ethyl)-1H-indole | HCID 15838485 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 15838486 | HCID 15838486 | — |
Reaction Steps
To a solution of 5-bromo-3-(2-pyrrolidinylethyl)-1H-indole (Example 2, 9.10 g, 31 mmol) in tetrahydrofuran (100 mL) cooled to 0° C., were added sodium hydride (12.4 g, 310 mmol) and p-toluenesulfonyl chloride (6.10 g, 32 mmol). The resulting mixture was stirred at room temperature for 3 h, poured into water (200 mL) and extracted into ethyl acetate (200 mL). The organic phase was washed with water (200 mL) and then poured onto a silica gel column which was eluted with ethyl acetate followed by methanol. The title compound was obtained as a yellow syrup (11.7 g, 90%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05856510 |
| Source dataset | uspto-grants-1999_01 |
| ORD ID | ord-18dc730b549a4402abb2aa7a12f278c5 |
| Source note | uspto-grants-1999_01 |