HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Methylpiperazine → HCID 22757253, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Methylpiperazine | HCID 53167 | — |
| Reactant | 1,3-Benzenedicarboxylic acid, 5-phenoxy-, dimethyl ester | HCID 104668 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22757253 | HCID 22757253 | 83.1% |
Reaction Steps
To a solution of dimethyl 5-phenoxyisophthalate (0.143 g, 0.50 mmol) in toluene (12 mL) was added drop-wise a solution of Red-A1 (60% in toluene, 0.673 mL, 2.0 mmol) and 1-methylpiperazine (0.243 mL, 2.2 mmol) in THF at 5° C., and the resulting mixture was stirred for 2 h. The reaction was quenched with H2O (4 mL), and then extracted with EtOAc (20 mL). The organic layer was washed with H2O (10 mL), dried over anhydrous Na2SO4, and then concentrated under reduced pressure. Purification by flash column chromatography (10% EtOAc/hexanes) afforded the desired product (0.094 g, 83%) as a white solid. 1H NMR (300 MHz, CDCl3) δ ppm 10.04 (s, 2H), 8.08 (s, 1H), 7.72 (t, J=1.5 Hz, 2H), 7.46-7.40 (m, 2H), 7.28-7.24 (m, 1H), 7.09-7.06 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09439433B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-d875d10a633544aa973ae7b553b75d87 |
| Source note | uspto-grants-2016_09 |