HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2-(1-Acetylindol-3-yl)-5,5-dimethylcyclohexane-1,3-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Dimedone | HCID 31358 | — |
| Reactant | 1-Acetyl-1,2-dihydro-3H-indol-3-one | HCID 538819 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 2-(1-Acetylindol-3-yl)-5,5-dimethylcyclohexane-1,3-dione | HCID 794732 | 76% |
Reaction Steps
1-Acetyl-1,2-dihydroindol-3-one of Example 1d (131.3 g, 0.75 mol) and 5,5-dimethyl-cyclohexane-1,3-dione (105 g, 0.75 mol) were added to a mixture of acetic acid (700 mL) and triethylamine (105 mL, 0.75 mol) at room temperature under stirring. The reaction mixture was refluxed for 6 h. About ⅓ volume of solvents was removed in vacuum, and the mixture was cooled and diluted with water (50 mL). The precipitate was filtered off, washed with ethanol-water, 1:1 and dried to afford 169.4 g (76%) of colorless crystals; m.p. 225-227° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07820691B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-2380ebeec3794999b46bf5e137079642 |
| Source note | uspto-grants-2010_10 |