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 | 1-Butanol | HCID 263 | — |
| Product | p-Toluenesulfonate | HCID 85570 | 73% |
| Product | Alvelestat tosylate | HCID 46861622 | — |
Reaction Steps
To compound (I) (3 g, 1.0 mol eq, limiting reagent) was charged butan-1-ol (135 mL, 45 rel vol). The temperature was adjusted to 100° C. and a solution formed. p-Toluenesulfonic acid monohydrate (1.06 g, 1.0 mol eq) was dissolved in butan-1-ol (12 mL, 4 rel vol). This solution was charged to the reaction. A butan-1-ol line rinse (3 mL, 1 rel vol) was charged. Following stirring, temperature cycling and cooling, the solid was isolated by filtration, washed twice with butan-1-ol (2×4.5 mL, 2×1.5 rel vol) and dried to constant weight yielding compound (I) tosylate (2.96 g, 4.03 mmol, 73%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08232296B2 |
| Source dataset | uspto-grants-2012_07 |
| ORD ID | ord-e36d2e87f2e1477599f6318adf545f6d |
| Source note | uspto-grants-2012_07 |