HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 89768220, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | HCID 131734537 | HCID 131734537 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 89768220 | HCID 89768220 | 68.1% |
Reaction Steps
To a mixture of methyl 2-(6-((2-chloro-4-((triisopropylsilyl)oxy)benzyl)oxy)-2,3-dihydro-1-benzofuran-3-yl)acetate (5.70 g) and THF (50 mL) cooled with an ice bath was added tetrabutylammonium fluoride (1.0 M THF solution, 14.1 mL). After being stirred for 20 min, the mixture was diluted with brine and EtOAc. The layers were separated, and the aqueous layer was extracted with EtOAc. The combined organic layer was washed with brine, dried over MgSO4 and concentrated. The residue was purified by silica gel column chromatography (EtOAc/hexane) to give the title compound (2.68 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09238639B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-dac8bb1e19f54357abe37f6fb9400230 |
| Source note | uspto-grants-2016_01 |