HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Carbonate → Ethyl 5,6-dimethoxy-1-oxo-2,3-dihydro-1H-indene-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Carbonate | HCID 7766 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 5,6-Dimethoxy-1-indanone | HCID 75018 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Ethyl 5,6-dimethoxy-1-oxo-2,3-dihydro-1H-indene-2-carboxylate | HCID 11514485 | 98% |
Reaction Steps
This compound is prepared according to the procedure disclosed in EP 534859. To a suspension of sodium hydride (50% dispersion in oil, 20 g) in 240 mL of THF, diethyl carbonate was added and the mixture was stirred and refluxed for 90 min. A solution of 5,6-Dimethoxyindan-1-one (40 g) in THF (440 mL) was added, the mixture was heated under reflux for 3 h, then cooled and concentrated. Ethyl acetate (200 mL) was added, the organic layer was washed with water. The organic layer was dried over MgSO4, filtered and the ethyl acetate was removed under reduced pressure. The title product was obtained in 98% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06844440B2 |
| Source dataset | uspto-grants-2005_01 |
| ORD ID | ord-befae346b6a243dfa3b89e6778b0a913 |
| Source note | uspto-grants-2005_01 |