HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 3-{2-[3-(3,4-Dichloro-benzyloxy)-phenyl]-2-oxo-ethoxy}-4-fluoro-benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Fluoro-3-hydroxybenzonitrile | HCID 20776981 | — |
| Reactant | 2-Bromo-1-[3-(3,4-dichloro-benzyloxy)-phenyl]-ethanone | HCID 58327561 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | 3-{2-[3-(3,4-Dichloro-benzyloxy)-phenyl]-2-oxo-ethoxy}-4-fluoro-benzonitrile | HCID 58327109 | 87.3% |
Reaction Steps
4-Fluoro-3-hydroxy-benzonitrile (7.3 g), 2-bromo-1-[3-(3,4-dichloro-benzyloxy)-phenyl]-ethanone (22 g), and potassium carbonate (24.3 g) were suspended together in 400 mL acetone with stirring. The mixture continued to stir for 8 hours, then was concentrated to dryness. The solid residue was taken up in 150 mL diethyl ether and 150 mL water and stirred 2 hours. The solid product was collected by filtration and washed with 100 mL diethyl ether two times and dried in vacuum, 20 g of desired product was obtained. 1H NMR (400 MHz, DMSO-d6): 7.80-7.85 (m, 1H), 7.77 (d, 1H), 7.67 (m, 1H), 7.57-7.64 (m, 2H), 7.44-7.54 (m, 4H), 7.34-7.36 (m, 1H), 5.77 (s, 2H), 5.21 (s, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08383644B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-bbc66d84e8804d249c7a5b9adb952fc1 |
| Source note | uspto-grants-2013_02 |