HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tributylphosphine → Methyl(6-((2,6-dimethylpyridin-3-yl)methoxy)-4,7-dimethyl-1-benzofuran-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-4,7-dimethyl-1-benzofuran-3-yl)acetate | HCID 121004234 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl(6-((2,6-dimethylpyridin-3-yl)methoxy)-4,7-dimethyl-1-benzofuran-3-yl)acetate | HCID 118667012 | 72.4% |
Reaction Steps
To a mixture of tri-n-butylphosphine (0.240 mL), (2,6-dimethylpyridin-3-yl)methanol (92 mg), methyl(6-hydroxy-4,7-dimethyl-1-benzofuran-3-yl)acetate (150 mg) and THF (6.0 mL) was added ADDP (242 mg) at room temperature. The mixture was stirred at room temperature overnight under nitrogen atmosphere. The mixture was concentrated. To the residue was added. IPE and the precipitate was filtered off and the filtrate was concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/hexane) to give the title compound (163.9 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09238639B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-a931d0a88c4d43eea053901e77dd409a |
| Source note | uspto-grants-2016_01 |