Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1,1-Dichloroethane | HCID 6365 | — |
| Reactant | 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone | HCID 6775 | — |
| Reactant | HCID 86604227 | HCID 86604227 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 11698408 | HCID 11698408 | 25% |
Reaction Steps
To 105 mg (0.2 mmol) of 4-(2-{2,6-dimethyl-4-[2,2,2-trifluoro-1-(4-methoxy-benzyloxy)-1-trifluoromethyl-ethyl]-phenoxy}-ethoxy)-benzoic acid methyl ester in 5 mL of dichloroethane 61 mg (0.3 mmol) of DDQ and a drop of water were added. The reaction mixture was stirred at 70° C. overnight, cooled to room temperature and was diluted with dichloromethane and EtOAc, dried (Na2SO4) and evaporated. Column chromatography on ISOLUTE Flash NH2 with EtOAc/n-heptane 1:1 gave 21 mg (25%) of 4-{2-[2,6-dimethyl-4-(2,2,2-trifluoro-1-hydroxy-1-trifluoromethyl-ethyl)-phenoxy]-ethoxy}-benzoic acid methyl ester as a light yellow solid, MS: 465 (M−H)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07473705B2 |
|---|
| Source dataset | uspto-grants-2009_01 |
|---|
| ORD ID | ord-91482475fca441f8b4871b320c77e72f |
|---|
| Source note | uspto-grants-2009_01 |
|---|
