Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Iodothiophene | HCID 18921 | — |
| Reactant | 3,3-Diethoxypropyne | HCID 66285 | — |
| Catalyst | Cupric acetate monohydrate | HCID 165397 | — |
| Solvent | Diisopropylamine | HCID 7912 | — |
| Product | HCID 57483695 | HCID 57483695 | — |
Reaction Steps
To a solution of propargylaldehyde diethyl acetal (405 mg) in diisopropylamine (8 ml) were added 2-iodothiophene (1.2 g) and copper(II) acetate monohydrate (66.4 mg). The suspension was flushed with a stream of N2. Pd(PPh3)4 (75 mg) was added, the reaction mixture was flushed with nitrogen again. The suspension was stirred for 1 h at 55° C. A precipitate was formed and it was necessary to dilute the reaction mixture with diisopropylamine (6 ml) to keep it stirring. The reaction mixture was filtered and concentrated in vacuo. The residue was purified by chromatography on silica gel in heptane/ethyl acetate [1/0→17/3 (v/v)] as eluent.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08394789B2 |
|---|
| Source dataset | uspto-grants-2013_03 |
|---|
| ORD ID | ord-b4305dd5af2a448d844aa50df9c54ff0 |
|---|
| Source note | uspto-grants-2013_03 |
|---|