HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzenesulfonyl chloride → HCID 67240891, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzenesulfonyl chloride | HCID 7369 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 5-Benzyloxy-4-bromo-1H-indole | HCID 67240860 | — |
| Catalyst | Tetrabutylammonium hydrogen sulfate | HCID 94433 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67240891 | HCID 67240891 | 101.5% |
Reaction Steps
To a solution of 4-bromo-5-benzyloxy-1H-indole (Intermediate 2, 3.85 g, 12.7 mmol) in DCM (30 mL) was added benzenesulfonyl chloride (2.47 g, 14.0 mmol), tetrabutylammonium hydrogensulphate (0.41 g, 1.3 mmol) and 3 M NaOH (13 mL, 39 mmol) and the mixture was stirred vigorously at room temperature for 30 minutes. The organic phase was washed with water and brine, dried (MgSO4) and concentrated to dryness to give the title compound (5.7 g) as a solid. MS m/z 442/444 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07960374B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-5ce77bac43044f9fb566d899aaf52fd8 |
| Source note | uspto-grants-2011_06 |