HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tributylphosphine → Methyl(6-((2,6-dimethylpyridin-3-yl)methoxy)-4-vinyl-1-benzothiophen-3-yl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tributylphosphine | HCID 13831 | — |
| Reactant | 1,1'-(Azodicarbonyl)dipiperidine | HCID 73042 | — |
| Reactant | (2,6-Dimethylpyridin-3-yl)methanol | HCID 2784752 | — |
| Reactant | Methyl(6-hydroxy-4-vinyl-1-benzothiophen-3-yl)acetate | HCID 89767599 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl(6-((2,6-dimethylpyridin-3-yl)methoxy)-4-vinyl-1-benzothiophen-3-yl)acetate | HCID 118667004 | 88.4% |
Reaction Steps
To a mixture of methyl(6-hydroxy-4-vinyl-1-benzothiophen-3-yl)acetate (351 mg) and THF (dry) (3 mL) were added (2,6-dimethylpyridin-3-yl)methanol (233 mg), ADDP (535 mg) and tri-n-butylphosphine (0.523 mL) at room temperature. The precipitate was removed by filtration, and the filtrate was concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/hexane) to give the title compound (459 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09238639B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-85ea7c58359243b08a66f126a9825931 |
| Source note | uspto-grants-2016_01 |