HuagongsheHuagongshe Chemistry Print Report · For research reference only
Citric Acid → 1-(3,5-Difluoro-2,4-dibenzyloxyphenyl)ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 3,5-Difluoro-2,4-dibenzyloxybenzaldehyde | HCID 18942322 | — |
| Reactant | HCID 178418573 | HCID 178418573 | — |
| Product | 1-(3,5-Difluoro-2,4-dibenzyloxyphenyl)ethanol | HCID 18942341 | — |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
Methylmagnesium bromide (3.0M solution in ether, 1.1 eq) is added to a 0.4M solution of Compound 23 in ether (1.0 eq) at 0° C. The reaction is stirred at 0° C. for 1 hour, then warmed to 20° C. for an additional hour, and poured into 5 volumes of 1M citric acid solution. The resulting solution is extracted with ether (2×), washed with brine, dried over anhydrous MgSO4, and concentrated in vacuo. The residue is purified by chromatography on silica gel (Hex/EtOAc) to yield Compound 24.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05830912 |
| Source dataset | uspto-grants-1998_11 |
| ORD ID | ord-c52af617ab53497e98b637a245416da5 |
| Source note | uspto-grants-1998_11 |