HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetaldehyde → (R)-N-[(1E)-Ethylidene]-2-methylpropane-2-sulfinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetaldehyde | HCID 177 | — |
| Reactant | Sulfuric acid magnesium salt (1:1) | HCID 24083 | — |
| Reactant | tert-Butylsulfinamide, (R)-(+)- | HCID 10964479 | — |
| Catalyst | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (R)-N-[(1E)-Ethylidene]-2-methylpropane-2-sulfinamide | HCID 12995916 | 107.2% |
Reaction Steps
In a flask (R)-2-methyl-propane-2-sulfinic acid amide (4.00 g, 33.0 mmol) was dissolved in CH2Cl2 (14.0 mL). Acetaldehyde (16.7 mL, 297 mmol), MgSO4 (11.9 g, 99.0 mmol) and pyridinium tosylate (415 mg, 1.65 mmol) were added. The reaction mixture was stirred overnight at room temperature, filtered and concentrated to give 5.21 g of (R)-2-methyl-propane-2-sulfinic acid (E)-ethylideneamide as a yellow oil which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08658646B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-62373fa8c2c14e4c923c81182c51b751 |
| Source note | uspto-grants-2014_02 |