HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylsilane → 3-(4-Benzyloxy-phenyl)-2,2-dimethyl-propionic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 3-(4-Benzyloxy-phenyl)-3-hydroxy-2,2-dimethyl-propionic acid ethyl ester | HCID 46180523 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-(4-Benzyloxy-phenyl)-2,2-dimethyl-propionic acid ethyl ester | HCID 46180524 | 94% |
Reaction Steps
3-(4-Benzyloxy-phenyl)-3-hydroxy-2,2-dimethyl-propionic acid ethyl ester (1.5 g, 4.57 mmol) obtained in Step B was dissolved in DCM (20 mL). Triethylsilane (0.81 mL, 5.03 mmol) was added thereto, and the reactant was cooled to 0˜5° C. After boron trifluoride diethylether (0.62 mL, 5.03 mmol) was added thereto at 0˜5° C., the mixture was heated to room temperature and stirred for 2 hours. Saturated sodium bicarbonate was added thereto, and the reactant was stirred. The separated organic layer was concentrated under reduced pressure, and the residue was purified by column chromatography (eluent, EtOAc/Hex=1/5) to obtain the title compound (1.34 g, 94%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09447044B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-94606b290c6c43a6b53dee898eb0e226 |
| Source note | uspto-grants-2016_09 |