HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Bromobenzaldehyde → 1-(3-Bromophenyl)-7-chloro-1-hepten-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Bromobenzaldehyde | HCID 76583 | — |
| Reactant | [(tetrahydro-2H-pyran-2-ylidene)methyl]triphenylphosphonium chloride | HCID 73680070 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | 1-(3-Bromophenyl)-7-chloro-1-hepten-3-one | HCID 54015826 | — |
Reaction Steps
2 parts of [(tetrahydro-2H-pyran-2-ylidene)methyl] triphenylphosphonium chloride and 1.85 parts of 3-bromobenzaldehyde were combined in 45 parts of xylene. This was maintained under a nitrogen atmosphere and was refluxed for 3 hours. After the reaction mixture was cooled to room temperature, xylene was removed at a temperature of about 60° C. and under reduced pressure, leaving a product mixture. This mixture was separated chromatographically on a silica column using benzene as the elution solvent, to yield 1-(3-bromophenyl)-7-chloro-1-hepten-3-one.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04347192 |
| Source dataset | uspto-grants-1982_08 |
| ORD ID | ord-35f440df14024a91bd8fc301d5da4a63 |
| Source note | uspto-grants-1982_08 |