HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → Methyl 2-(4-chloro-3-methoxyphenyl)propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Diisopropylamine | HCID 7912 | — |
| Reactant | Methyl(4-chloro-3-methoxyphenyl)acetate | HCID 57609448 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl 2-(4-chloro-3-methoxyphenyl)propanoate | HCID 67266387 | — |
Reaction Steps
The product of step (i) (0.5 g) was added to a solution of nBuLi (1.75 ml, 1.6 M in THF) and diisopropylamine (0.4 ml) in THF (10 ml) at −78° C. and stirred for 1 h, then methyl iodide (0.18 ml) was added, stirred for 1 h at −78° C. then at room temperature for 1 h and quenched with water. The product was extracted with ether, dried (MgSO4) and evaporated under reduced pressure. The residue was purified by flash column chromatography (eluent 1:1 isohexane/ether) to give the subtitle compound (0.21 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08148572B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-2bcc2a2437734035b43297109a5c9e68 |
| Source note | uspto-grants-2012_04 |