HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Bromo-2-methylbenzaldehyde → 4-Bromo-2-(3-methoxy-propenyl)-1-methyl-benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Bromo-2-methylbenzaldehyde | HCID 10420289 | — |
| Reactant | Acetonitrile--water (1/1) | HCID 18373917 | — |
| Reactant | Ethyl acetate hexane | HCID 21226206 | — |
| Reactant | (2-Methoxy-ethyl)-triphenyl-phosphonium, bromide | HCID 22377376 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4-Bromo-2-(3-methoxy-propenyl)-1-methyl-benzene | HCID 67543639 | — |
Reaction Steps
The title compound is prepared analogously as described for the title B compound in Example 45 using (2-methoxy-ethyl)-triphenyl-phosphonium bromide (prepared in Example 46) and the title A compound, 5-bromo-2-methyl-benzaldehyde (containing 20% of 3-bromo-2-methyl-benzaldehyde) (6 g, 30.14 mmol): TLC, Rf (hexane/AcOEt 9/1)=0.48. Rt (HPLC, Nucleosil C18, 10:90-100:0 CH3CN/H2O+0.1% TFA within 5 min, then 100% CH3CN+0.1% TFA): 6.26, 6.34 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08362040B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-a2054af598ce4feb8ebd48ccf366a6ea |
| Source note | uspto-grants-2013_01 |