HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 117831128, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | HCID 131733365 | HCID 131733365 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 117831128 | HCID 117831128 | — |
Reaction Steps
A 1M solution of tetrabutylammonium fluoride (3.14 mL, 3 mmol) in tetrahydrofuran is added at ambient temperature to a solution, in 30 mL of tetrahydrofuran, of the compound obtained in Step E (2.92 g, 2.9 mmol). After stirring for 5 minutes, the reaction mixture is poured into a 50/50 mixture of ethyl acetate and saturated aqueous NaHCO3 solution. The separated organic phase is washed with water and then with brine. The combined aqueous phases are extracted with ethyl acetate. The resulting organic phases are dried over sodium sulphate, filtered and concentrated under reduced pressure. The crude product obtained is purified by chromatography over silica gel (dichloromethane/ethanol/ammonia gradient) to yield the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09115159B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-70cec5eade95464b848c23b48f10f806 |
| Source note | uspto-grants-2015_08 |