HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 58239409, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | tert-Butyl cyanoacetate | HCID 70693 | — |
| Reactant | 5-Bromo-1-benzothiophene | HCID 2776578 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Catalyst | Triphenylphosphine | HCID 11776 | — |
| Catalyst | Sodium borohydride | HCID 4311764 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 58239409 | HCID 58239409 | 88.7% |
Reaction Steps
To 1,2-dimethoxyethane (25 mL) suspension of 0.16 g of dichlorobis(triphenylphosphine)palladium(II) were added 0.12 g of triphenylphosphine, 0.01 g of sodium borohydride, 5.53 g of potassium tert-butoxide and 3.48 g of tert-butyl cyanoacetate, which was then stirred at room temperature for 10 minutes. Thereto was added 5.00 g of 5-bromobenzothiophene, which was then refluxed for 2 hours. After to the reaction mixture was added 15 mL of water, the pH was adjusted to 1 with 2 mL of hydrochloric acid. The precipitate was collected by filtration to provide 5.69 g of tert-butyl 2-(1-benzothiophen-5-yl)-2-cyanoacetate as pale yellow solid form.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08273902B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-fa511c941ea843d08d375cb5bcd421a0 |
| Source note | uspto-grants-2012_09 |