HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 2,6,6-Trimethylfulvene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Acetone | HCID 180 | — |
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | 1-Methyl-1,3-cyclopentadiene | HCID 66775 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | 2,6,6-Trimethylfulvene | HCID 14363282 | 92.5% |
Reaction Steps
To 130 ml of dehydrated methanol, 22.6 g (283 mmol) of methylcyclopentadiene and 8.50 ml (116 mmol) of acetone were added, then 14.5 ml (174 mmol) of pyrrolidine was dropwise added at 0° C., and the mixture was reacted at room temperature for one night. Then, 10 ml (180 mmol) of acetic acid was added at 0° C. The mixture was diluted with ether and water and then subjected to extraction. Then, the organic phase was separated, washed with water and dried over anhydrous magnesium sulfate to obtain 12.9 g of a brown liquid. The analyzed values are given below.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06939928B1 |
| Source dataset | uspto-grants-2005_09 |
| ORD ID | ord-fdbc8625ce7c4974aa93c7c7a2911c2a |
| Source note | uspto-grants-2005_09 |