HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromobenzene → Methyl 4-(4-bromophenyl)-4-oxobutanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromobenzene | HCID 7961 | — |
| Reactant | Butanoic acid, 4-chloro-4-oxo-, methyl ester | HCID 73888 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 4-(4-bromophenyl)-4-oxobutanoate | HCID 838865 | — |
Reaction Steps
In a manner similar to Example 2, Step (a), bromobenzene (10.0 mL, 0.0950 mol) was allowed to react with 3-carbomethoxypropionyl chloride (12.9 mL, 0.105 mol) in the presence of aluminum chloride (26.9 g, 0.202 mol) in dichloromethane to give, after chromatography on silica gel (435 g, 230-400 mesh), eluting with hexanes-acetone (9:1, 10×400 mL; 8:1, 7×400 mL), 21.2 g of 4-(4-bromo-phenyl)-4-oxo-butyric acid, methyl ester as an off-white solid; mp 49-51° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06239288B1 |
| Source dataset | uspto-grants-2001_05 |
| ORD ID | ord-eff15a6096b04891a81708b9af2e6ee1 |
| Source note | uspto-grants-2001_05 |