HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-[3-(3,4-Dichloro-benzyloxy)-phenyl]-ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 3,4-Dichlorobenzyl chloride | HCID 7609 | — |
| Reactant | 3-Hydroxyacetophenone | HCID 8487 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Catalyst | Potassium Iodide | HCID 4875 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-[3-(3,4-Dichloro-benzyloxy)-phenyl]-ethanone | HCID 28825653 | 72.8% |
Reaction Steps
To a solution of 3′-hydroxyacetophenone (19 g) in DMF (400 mL) was added K2CO3 (38.5 g) and the mixture was stirred for 3 hours at room temperature. 3,4-Dichlorobenzyl chloride (32.7 g) and potassium iodide (1.16 g) were added to the reaction mixture and stirred for 48 hours. After completion of the reaction, the mixture was poured into ice and water mixture and stirred for 15 minutes, solid was filtered and washed with water and hexanes. Solid was dissolved in DCM and precipitated by adding hexanes to get pure 1-[3-(3,4-dichloro-benzyloxy)-phenyl]-ethanone (30 g) 1H NMR (400 MHz, CDCl3) 7.53-7.60 (m, 3H), 7.46 (d, 1H), 7.39 (t, 1H), 7.25-7.30 (m, 1H), 7.14-7.19 (m, 1H), 5.07 (s, 2H), 2.60 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08383644B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-05442841197b405c9d7f30ffd5d5969c |
| Source note | uspto-grants-2013_02 |