HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid monohydrate → p-Toluenesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | Alvelestat tosylate | HCID 46861622 | — |
| Solvent | Cyclohexanone | HCID 7967 | — |
| Product | p-Toluenesulfonate | HCID 85570 | 69% |
| Product | Alvelestat tosylate | HCID 46861622 | — |
Reaction Steps
To compound (I) (2.5 g, 1.0 mol eq, limiting reagent) was charged cyclohexanone (50 mL, 20 rel vol). The temperature was adjusted to 80° C. and a solution formed. p-Toluenesulfonic acid monohydrate (881 mg, 1.0 mol eq) was dissolved in cyclohexanone (10 mL, 4 rel vol). This solution was charged to the reaction. A cyclohexanone line rinse (2.5 mL, 1 rel vol) was charged. Following stirring, temperature cycling and cooling, the solid was isolated by filtration, washed twice with cyclohexanone (2×3.75 mL, 2×1.5 rel vol) and dried to constant weight yielding compound (I) tosylate (2.31 g, 3.14 mmol, 69%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08232296B2 |
| Source dataset | uspto-grants-2012_07 |
| ORD ID | ord-050a16b6f00f4ff5b762b13371c9e0c9 |
| Source note | uspto-grants-2012_07 |