HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → 1-{1-[(1,1-Dioxido isothiazolidin-2-yl)methyl]tricyclo[3.3.1.03,7]non-3-yl}ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 2-{[3-(2-Methyl-1,3-dioxolan-2-yl)tricyclo[3.3.1.03,7]non-1-yl]methyl}isothiazolidine 1,1-dioxide | HCID 67017884 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 1-{1-[(1,1-Dioxido isothiazolidin-2-yl)methyl]tricyclo[3.3.1.03,7]non-3-yl}ethanone | HCID 67017846 | 92.5% |
Reaction Steps
A stirred solution of the compound obtained by Step I (0.68 g, 2.0 mmol) and p-toluenesulfonic acid (38 mg, 0.2 mmol) in acetone (8 mL) was refluxed for 4 h. The reaction mixture was diluted with EtOAc and washed with 10% aq. NaHCO3 and brine, dried over Na2SO4, and the solvent was evaporated under reduced pressure to obtain 1-{1-[(1,1-dioxido isothiazolidin-2-yl)methyl]tricyclo[3.3.1.03,7]non-3-yl}ethanone (0.55 g) in 92% yield as a viscous liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07985759B2 |
| Source dataset | uspto-grants-2011_07 |
| ORD ID | ord-95fc627dd69943e69a9a58b7ef0429bb |
| Source note | uspto-grants-2011_07 |