HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric acid magnesium salt (1:1) → methyl 3-[(E)-[(S)-tert-butylsulfinyl]iminomethyl]benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric acid magnesium salt (1:1) | HCID 24083 | — |
| Reactant | Methyl 3-formylbenzoate | HCID 639145 | — |
| Reactant | tert-Butylsulfinamide, (S)-(-)- | HCID 11355477 | — |
| Catalyst | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | methyl 3-[(E)-[(S)-tert-butylsulfinyl]iminomethyl]benzoate | HCID 90072367 | 61.4% |
Reaction Steps
A suspension of 3.0 g of methyl 3-formylbenzoate, 2.5 g of (S)-2-methyl-2-propanesulfinamide, 250 mg of pyridinium paratoluene sulfonate, and 11 g of magnesium sulfate in 50 ml of dichloromethane was stirred overnight. The reaction mixture was filtered over Celite and the solvent was then evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain 3.0 g of methyl 3-[(E)-{[(S)-tert-butylsulfinyl]imino}methyl]benzoate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09447090B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-ae2adc3ef3c44339aeffce4f7d770d98 |
| Source note | uspto-grants-2016_09 |