HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thiophenol → 2-[1-(Phenylsulfanyl)cyclobutyl]acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thiophenol | HCID 7969 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Cyclobutylideneacetic acid | HCID 21923173 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-[1-(Phenylsulfanyl)cyclobutyl]acetic acid | HCID 66745606 | — |
Reaction Steps
A solution of thiophenol (70 mmol) in THF (10 ml) was refluxed for 1 h in the presence of K2CO3 (70 mmol) as a base. A solution of Cyclobutylidene acetic acid (intermediate 1) (35 mmol) in DMF (1.0 ml) was added to the above reaction. The reaction was monitored by TLC for completion. After 3 days the reaction was cooled and filtered. It was then neutralized with ethyl acetate saturated with hydrochloric acid and the compound was extracted with ethyl acetate. Organic layer was then separated, dried over anhydrous Na2SO4 and concentrated under vacuum. The residue was column purified to give the compound as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07842703B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-0984d359dff543baa7f3ce6e2cb3af33 |
| Source note | uspto-grants-2010_11 |