HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 5,7-Difluoro-4-methyl-3,4-dihydro-2H-chromen-4-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 5,7-Difluorochroman-4-one | HCID 46835427 | — |
| Reactant | HCID 178418573 | HCID 178418573 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | 5,7-Difluoro-4-methyl-3,4-dihydro-2H-chromen-4-ol | HCID 58392170 | — |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
2.00 g (10.86 mmol) of the compound from Example 170A were dissolved in 40 ml of diethyl ether at 0° C., and 5.4 ml (16.29 mmol) of a 3N solution of methylmagnesium bromide in diethyl ether were slowly added dropwise. Stirring at 0° C. for 1 h was followed by warming to RT, addition of water and diethyl ether to the reaction solution and separation of the phases. The aqueous phase was extracted with diethyl ether, and the combined organic phases were dried over sodium sulfate and filtered, and the solvents were removed in vacuo. The crude product was purified by flash chromatography on silica gel (mobile phase: dichloromethane). 2.03 g (93% of theory) of the title compound were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063234B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-694613f9486e42caa295f72a8f153267 |
| Source note | uspto-grants-2011_11 |