HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → Methyl 2-(4-(4-methylpiperazin-1-yl)phenyl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | [4-(4-Methyl-piperazin-1-yl)-phenyl]-acetic acid | HCID 28807075 | — |
| Product | Methyl 2-(4-(4-methylpiperazin-1-yl)phenyl)acetate | HCID 59903719 | — |
Reaction Steps
Thionyl chloride (0.32 g, 2.77 mmol) was added dropwise to a suspension of 2-(4-(4-methylpiperazin-1-yl)phenyl)acetic acid (2.60 g, 11.1 mmol) in MeOH (30 ml) at 0° C. and refluxed for 5 h. The reaction mixture was concentrated and the residue was dissolved in water, made alkaline with saturated sodium bicarbonate solution up to pH-8 and extracted with DCM. The organic layer was washed with brine, dried over anhydrous sodium sulfate, filtered and evaporated to dryness to get the crude compound. The crude was purified by column chromatography over neutral alumina using 4% MeOH in DCM as eluent to afford 250 mg of methyl 2-(4-(4-methylpiperazin-1-yl)phenyl)acetate as brown color solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09067888B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-c5d3d9f2c7264059a2d26185ce54da2a |
| Source note | uspto-grants-2015_06 |