HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → 1-(3-Fluorophenyl)butan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 3-Fluoro-N-methoxy-N-methylbenzamide | HCID 21265757 | — |
| Reactant | HCID 178455855 | HCID 178455855 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(3-Fluorophenyl)butan-1-one | HCID 20436204 | — |
Reaction Conditions
| Temperature | -10 °C |
|---|
Reaction Steps
To a solution of 3-fluoro-N-methoxy-N-methylbenzamide (130 mg, 0.71 mmol) in dry THF (2 mL) cooled to −10° C. was added propyl magnesium chloride (532 μl, 2M solution in ether, 1.1 mmol) under nitrogen. The solution was stirred at −10° C. for 1 h and at room temperature for 75 min. The solution was the poured into saturated aqueous ammonium chloride and the product extracted into ethyl acetate (3×25 mL). The organic layers were combined, washed with brine, dried (MgSO4) and concentrated to give a pale yellow oil, which was purified by chromatography using ethyl acetate-hexane (1:9) to separate the pure product (78 mg, 66%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09139560B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-b6d91986781f4ab0b0edd31c3086bcff |
| Source note | uspto-grants-2015_09 |