HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 3-[(4-methylpiperazin-1-yl)methyl]benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 1-Methylpiperazine | HCID 53167 | — |
| Reactant | m-Formylbenzonitrile | HCID 90670 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-[(4-methylpiperazin-1-yl)methyl]benzonitrile | HCID 7164647 | 69% |
Reaction Steps
A mixture of 3-formyl-benzonitrile (1.5 g, 11.45 mmol), N-methyl piperazine (1.49 g, 14.9 mmol) and NaBH(OAc)3 (3.63 g, 17.18 mmol) in DCM (75 ml) and CH3COOH (0.851 ml, 14.9 mmol) was stirred overnight at room temperature, then diluted with DCM and washed with 1 M Na2CO3. The organic phase was dried over Na2SO4 and evaporated in vacuo. The crude mixture was purified by column chromatography (eluent: DCM/MeOH/NH4OH 97:3:0.5) to give 1.7 g of 3-(4-methyl-piperazin-1-ylmethyl)-benzonitrile.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08242175B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-6fe35290e0624fc9b0ac2bfa56b7a8bb |
| Source note | uspto-grants-2012_08 |