HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium formate → 1-(Phenylsulfonyl)-1H-indol-5-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium formate | HCID 2723923 | — |
| Reactant | 5-(Phenylmethoxy)-1-phenylsulfonylindole | HCID 11824624 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | MeOH tetrahydrofuran | HCID 21899815 | — |
| Product | 1-(Phenylsulfonyl)-1H-indol-5-ol | HCID 9970513 | 93.1% |
Reaction Steps
Pd/C 10 wt. % (0.10 g, 0.094 mmol) was added to a solution of 5-(benzyloxy)-1-(phenylsulfonyl)-1H-indole (Intermediate 7, 6.00 g, 16.5 mmol) and ammonium formate (15.6 g, 248 mmol) in THF/MeOH 1:1 (300 mL). The reaction mixture was stirred overnight at room temperature and filtered through a short plug of silica gel. The filtrate was evaporated and dissolved in DCM and filtered through a plug of silica gel eluating with 2.5% MeOH in DCM. The purest fractions (monitored by TLC) were evaporated to give the title compound (4.2 g) as a white powder. MS m/z 273 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07960374B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-a6a0f526ab254b6aa00827ed58def583 |
| Source note | uspto-grants-2011_06 |