HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorodifluoromethane → HCID 67465272, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chlorodifluoromethane | HCID 6372 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 67466846 | HCID 67466846 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67465272 | HCID 67465272 | 30% |
Reaction Conditions
| Temperature | -45 °C |
|---|
Reaction Steps
To a stirring solution of 3-bromo-6-methoxy-2-(methoxymethoxy)phenol (700 mg, 2.64 mmol) in dimethylformamide (15 mL) was added potassium carbonate (729 mg, 5.28 mmol), cooled to −45° C. and chlorodifluoromethane gas was passed for 10 min and the resultant reaction mixture was heated to 80° C. for 2 h. The reaction mixture was quenched with ice-cold water and extracted with ethyl acetate (3×). The combined ethyl acetate layers were dried over sodium sulphate and concentrated under reduced pressure. Purification of the residue by flash column chromatography (silica gel, 0-5% ethyl acetate in pet ether) afforded 1-Bromo-3-(difluoromethoxy)-4-methoxy-2-(methoxymethoxy)benzene as a liquid (250 mg, 30%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09051290B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-d701b2f4c9d94a509c79338da2fa40ba |
| Source note | uspto-grants-2015_06 |