HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → 2-Bromo-1-(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Phenyltrimethylammonium bromide dibromide | HCID 17977687 | — |
| Reactant | 1-(3-Cyclopropylmethoxy-4-difluoromethoxyphenyl)ethanone | HCID 18949763 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 2-Bromo-1-(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)ethanone | HCID 86627052 | 116.4% |
Reaction Steps
To 250 ml of isopropanol solution containing 10.8 g (42.3 mmol) of 1-(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)ethanone (see WO 9206963) was added 36.5 g (97.1 mmol) of trimethylphenylammonium tribromide at room temperature, and the mixture was stirred at room temperature for 5 hours. After completion of the reaction, a saturated aqueous solution of sodium hydrogencarbonate was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer after separation was washed with a saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate, and then, concentrated under reduced pressure to obtain 16.5 g of the title compound as a pale yellowish solid substantially quantitatively.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08450319B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-8bd1fb50a1c741bfa32fc0bf9f4a3006 |
| Source note | uspto-grants-2013_05 |