HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Methyl 3-formyl-4-methylsulfonyl-2-methylbenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methyl morpholine oxide | HCID 82029 | — |
| Reactant | Methyl 3-bromomethyl-4-methanesulfonyl-2-methylbenzoate | HCID 22129433 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Methyl 3-formyl-4-methylsulfonyl-2-methylbenzoate | HCID 22129434 | 76.9% |
Reaction Steps
18.90 g of methyl 3-bromomethyl-4-methylsulfonyl-2-methylbenzoate was dissolved in 180 ml of acetonitrile, and 20.67 g of N-methylmorpholine oxide was added over 10 minutes at room temperature. The resulting solution was stirred at room temperature for an hour, poured into ice water, acidified with concentrated hydrochloric acid, and extracted with benzene. The organic layer was washed with water, then with a saturated sodium chloride solution, and dried over anhydrous magnesium sulfate. The solvent was distilled out under reduced pressure to give 11.59 g of the title compound as white crystals. The crude product was washed with ethanol to give white crystals of the title compound. m.p. 108~110° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06147031 |
| Source dataset | uspto-grants-2000_11 |
| ORD ID | ord-d088603115574f83a1ac61a468668d22 |
| Source note | uspto-grants-2000_11 |