HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 9950442, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1,5,6,7-Tetrahydro-4H-indol-4-one | HCID 280229 | — |
| Reactant | 1-(2-Chloroethyl)-4-(2-methoxyphenyl)piperazine | HCID 595673 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 9950442 | HCID 9950442 | — |
Reaction Steps
A mixture of 1-(2-Chloroethyl)-4-(2-methoxyphenyl)piperazine (7.30 g) was dissolved in DMSO (30 mL), then slowly added to 1,5,6,7-tetrahyro-indol-4-one (30.1 mmol) which was pretreated with sodium hydroxide (31.6 mmol) in DMSO (15 mL) for 0.5 h with slight heat. The reaction was left under heat and was monitored by TLC (ethyl acetate: dichloromethane, 1:1). After completion (8 h), the reaction mixture was poured in ice water (300 mL) and extracted with dichloromethane twice, dried with sodium sulfate and solvent removed under vacuum. Flash chromatography (ethyl acetate: dichloromethane, 1:4) yielded an oil, NEO-377 (7.25 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06770638B2 |
| Source dataset | uspto-grants-2004_08 |
| ORD ID | ord-746dee0d9f094a7785aabc7a6a3dfb55 |
| Source note | uspto-grants-2004_08 |