HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → HCID 57741541, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 57741513 | HCID 57741513 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 57741541 | HCID 57741541 | 74% |
Reaction Steps
Dissolve racemic 1-cyclohexyl-3-[3,5-dichloro-4′-(piperazine-1-carbonyl)-biphenyl-4-ylmethyl]-pyrrolidin-2-one (0.082 g, 0.158 mmol) in dichloromethane (5 mL), add 1.0 N sodium hydroxide solution (0.5 mL) and acetyl chloride (0.020 mL, 0.281 mmol). Stir the mixture, sealed, overnight at room temperature. Dilute reaction with dichloromethane (20 mL) and wash with 1.0 N sodium hydroxide (10 mL) then brine (5 mL). Collect the organic phase, dry over anhydrous magnesium sulfate and concentrate under reduced pressure. Purify via flash chromatography by eluding with a gradient (100%) dichloromethane to 5% ammonia methanol/95% dichloromethane to obtain 0.065 g (74%) of product as a white foam: MS (m/z): 556 (M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08088776B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-335fdeb91fc144cf814ec3d33920d88d |
| Source note | uspto-grants-2012_01 |