HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 1-tert-Butoxycarbonyl-4-[(5-chloroindol-2-yl)sulfonyl]piperazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 1-tert-Butoxycarbonyl-4-[(5-chloro-1-phenylsulfonylindol-2-yl)sulfonyl]piperazine | HCID 22710300 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-tert-Butoxycarbonyl-4-[(5-chloroindol-2-yl)sulfonyl]piperazine | HCID 22710781 | — |
Reaction Steps
To 1-tert-butoxycarbonyl-4-[(5-chloro-1-phenylsulfonylindol-2-yl)sulfonyl]piperazine (4.84 g), a 0.5N methanol solution of sodium hydroxide (20 ml) was added, followed by stirring at room temperature for 1 hour. Under ice cooling, a saturated aqueous solution of ammonium chloride was added to the reaction mixture. Water and dichloromethane were then added to separate the organic layer. The organic layer was dried over anhydrous sodium sulfate. The residue obtained by distilling off the solvent under reduced pressure was purified by chromatography on a silica gel column (methanol:dichloromethane=1:20), whereby the title compound (3.33 g, 93%) was obtained as colorless powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06747023B1 |
| Source dataset | uspto-grants-2004_06 |
| ORD ID | ord-555e734009d5401f85c67d21d1615f52 |
| Source note | uspto-grants-2004_06 |