HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → 3-[(4-Aminophenyl)methyl]-1,3-oxazolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Stannous chloride dihydrate | HCID 61436 | — |
| Reactant | 3-(4-Nitro-benzyl)-oxazolidin-2-one | HCID 66636498 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 3-[(4-Aminophenyl)methyl]-1,3-oxazolidin-2-one | HCID 18624560 | — |
Reaction Steps
A solution of the compound obtained in Step A (0.244 mol) and SnCl2.2H2O (1.0 mol) in ethanol (300 ml) is stirred at reflux for 20 minutes. The solution is brought to 0° C. and made alkaline at pH=10-12 with aqueous sodium hydroxide solution; 500 ml of DCM are added and the emulsion obtained is filtered over Celite. The filtrate is then extracted with DCM (2×300 ml); the organic phases are combined. The organic phase obtained is washed with water and with saturated aqueous NaCl solution, dried over sodium sulphate and then filtered. The filtrate obtained is evaporated to dryness to yield the title product, which is used directly in the next Step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08541412B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-d6f4a02d83184fd6991d4bb18eb6c3d5 |
| Source note | uspto-grants-2013_09 |