HuagongsheHuagongshe Chemistry Print Report · For research reference only
Allyl bromide → HCID 86729318, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Allyl bromide | HCID 7841 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-((5-Bromo-2-chlorophenyl)methyl)phenol | HCID 57423751 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86729318 | HCID 86729318 | 89.6% |
Reaction Steps
To a solution of 4-(5-bromo-2-chlorobenzyl)phenol (6 g, 20.16 mmol, prepared as described in WO2006120208) in dry DMF (25 mL), was added Cs2CO3 (18.2 g, 60.6 mmol) and allyl bromide (4.2 mL, 50.6 mmol) at 0° C. and the reaction mixture was stirred at r.t. for 2 h. After the completion of the reaction as monitored by TLC, the reaction mixture was diluted with ethyl acetate (200 mL) and washed with water (3×30 mL). The combined organic layers were dried over Na2SO4 and the volatiles were evaporated in vacuo. The residue obtained was purified by column chromatography (silica gel, 0.4:9.6 Ethyl acetate:Pet. Ether) to afford the title compound (6.1 g, 89.6%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09018249B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-8f32f61a2d274507b1e85c271ed6c6bf |
| Source note | uspto-grants-2015_04 |