HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → HCID 11687955, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Diethylaluminum chloride | HCID 7277 | — |
| Reactant | HCID 59426158 | HCID 59426158 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 11687955 | HCID 11687955 | 71.1% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
5-Methoxy-1-(4-methoxyphenyl)-1-H-indole (50 mg, 0.2 mmol), prepared by the method of example 1C, is dissolved in 1 mL of CH2Cl2 at 0° C. Et2AlCl (300 μL, 1M in hexanes, 0.3 mmol) is then added. After stirring at 0° C. for 30 min, a solution of acetyl chloride (22 mL, 0.3 mmol) in 1 mL of CH2Cl2 is added dropwise. This is stirred at 0° C. for a further 90 min. The reaction mixture is quenched with H2O and is extracted with CH2Cl2 and concentrated in vacuo. Purification by column chromatography on silica gel EtOAc/CH2Cl2 (5/95) yields the title compound as a white solid (42 mg, 71%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07868037B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-1132071910f5494f9a19b338630207be |
| Source note | uspto-grants-2011_01 |