HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 1-Butanesulfonic acid, methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Dimethyl Sulfate | HCID 6497 | — |
| Reactant | 1-Butanesulfonic acid | HCID 49935 | — |
| Reactant | Pyridin-1-ium butane-1-sulfonate | HCID 19795495 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Cyclohexane | HCID 8078 | — |
| Product | 1-Butanesulfonic acid, methyl ester | HCID 142760 | — |
Reaction Steps
After 1-butanesulfonic acid (10 g, 0.072 mol) was dissolved in methylene chloride (50 mL), pyridine (11 g, 0.14 mol) was added dropwise thereto, and the mixture was reacted at room temperature for 2 hours. After completion of the reaction, the solvent was evaporated under the reduced pressure to dryness to obtain a crude product containing pyridinium 1-butanesulfonate salt. To a suspension of this crude product (5 g, 0.023 mol) in cyclohexane (50 mL), dimethyl sulfate (15 g, 0.12 mol) was added, and the mixture was reacted at 80° C. for 2 hours. The resultant reaction liquid was condensed under the reduced pressure to obtain the desired product of methyl 1-butanesulfonate. Quantitative analysis by 1H-NMR showed a conversion rate of 77%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08269038B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-7b313362ca6d4b85b29149b9acfa77e1 |
| Source note | uspto-grants-2012_09 |