HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 89451901, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | HCID 89451937 | HCID 89451937 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 89451901 | HCID 89451901 | 95.4% |
Reaction Steps
To a solution of benzyl (4-{[tert-butyl(dimethyl)silyl]oxy}-2-cyclopropylphenyl)acetate (586 mg) in tetrahydrofuran (6.89 mL) was added a 1 M solution of tetra-n-butylammonium fluoride in tetrahydrofuran (2.23 mL) under ice-cooling, followed by stirring at room temperature overnight. To a reaction solution was added water, followed by extraction with ethyl acetate. The organic layer was washed with water and a saturated aqueous sodium chloride solution in this order, then dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane-ethyl acetate) to obtain benzyl (2-cyclopropyl-4-hydroxyphenyl)acetate (398 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09199927B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-034305ef1309475781ac7c8fcc7dcdc3 |
| Source note | uspto-grants-2015_12 |