HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → N-((1R,2R)-2-hydroxy-indan-1-yl)-N-methyl-methanesulphonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | N-[(1R,2R)-2-(tert-butyl-dimethyl-silanyloxy)-indan-1-yl]-N-methyl-methanesulphonamide | HCID 58450838 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-((1R,2R)-2-hydroxy-indan-1-yl)-N-methyl-methanesulphonamide | HCID 58450840 | — |
Reaction Steps
N-[(1R,2R)-2-(tert-butyl-dimethyl-silanyloxy)-indan-1-yl]-N-methyl-methanesulphonamide (0.53 g) is dissolved in 5 mL THF, combined with Bu4NF (5 mL of a 1 N solution in THF) and stirred for 2 h at RT. After the reaction is complete the reaction mixture is freed from the solvent. After the addition of CH2Cl2 it is extracted with HCl (aqu., 1 N). The organic phase is dried on MgSO4. After elimination of the solvent the mixture is purified by normal phase chromatography (CH2Cl2, MeOH). The product-containing fractions are combined and freed from the solvent using the rotary evaporator.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08466155B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-475cfb38f78944ef91839239a8c3243c |
| Source note | uspto-grants-2013_06 |