HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Bromo-2-Chloroethane → 1-(2-Chloroethyl)-4-(2-methoxyphenyl)piperazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Bromo-2-Chloroethane | HCID 7849 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | N-(2-Methoxyphenyl)piperazine hydrochloride | HCID 9899402 | — |
| Reactant | Dichloromethane ethylacetate | HCID 21226138 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 1-(2-Chloroethyl)-4-(2-methoxyphenyl)piperazine | HCID 595673 | 54.6% |
Reaction Steps
A mixture of 1-(2-methoxyphenyl)piperazine HCl (52.5 mmol) and powdered sodium hydroxide (105 mmol) in DMSO (40 mL), was stirred at ambient temperature. After 0.5 h, 1-bromo-2-chloroethane (78.8 mmol) was added to the solution and left to stir for 4 h. The reaction was monitored by TLC (ethyl acetate: dichloromethane 1:4), upon completion, the mixture was poured into 200 mL of ice water and the product was extracted with dichloromethane twice, dried with sodium sulfate, and solvent was removed under vacuum. Flash chromatography (ethyl acetate: dichloromethane, 1:5 yielded an oil of the title compound (7.30 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06770638B2 |
| Source dataset | uspto-grants-2004_08 |
| ORD ID | ord-36e46df3a27e462cb506585f3b8339fb |
| Source note | uspto-grants-2004_08 |