HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → Methyl(4-cyclopropyl-6-hydroxy-1-benzothiophen-3-yl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | Methyl(4-cyclopropyl-6-((triisopropylsilyl)oxy)-1-benzothiophen-3-yl)acetate | HCID 131734522 | — |
| Solvent | Water | HCID 962 | — |
| Product | Methyl(4-cyclopropyl-6-hydroxy-1-benzothiophen-3-yl)acetate | HCID 131734523 | 86.2% |
Reaction Steps
To a mixture of methyl(4-cyclopropyl-6-((triisopropylsilyl)oxy)-1-benzothiophen-3-yl)acetate (372 mg) and THF (2 mL) was added TBAF (1M in THF, 1.333 mL) at room temperature. The mixture was stirred at room temperature for 1 h. The mixture was poured into water at room temperature and extracted with EtOAc. The organic layer was separated, washed with brine, dried over MgSO4 and concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/hexane) to give the title compound (201 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09238639B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-318f2eea7f5b440bb2f7ca5234f14ab0 |
| Source note | uspto-grants-2016_01 |