HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 2-Methoxymethylene-3,3-dimethyl-indan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Ethyl formate | HCID 8025 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2,2-dimethyl-2,3-dihydro-1H-inden-1-one | HCID 301202 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Methoxymethylene-3,3-dimethyl-indan-1-one | HCID 68615875 | — |
Reaction Steps
Ethylformate (8.10 g, 110 mmol) in THF (50 ml) was added to the suspension of NaH (55% in mineral oil, 4.80 g, 110 mmol) in THF (50 ml). After stirring for 5 min at RT Dimethylindanone (16.0 g, 100 mmol)in THF (50 ml) was added. Gas evolution started and the temperature of the mixture rose and was controlled with an icebath to not exceed 40° C. After further stirring for 4.5 h at RT, methyl iodide (42.6 g, 300 mmol) was added und stirring continued for 48 h. After quenching with aq. NaHCO3-solution and aqueous workup a dark red oil (20.4 g, 100%) of was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07538243B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-582895f1e2c74c1c9a827abc7c7859eb |
| Source note | uspto-grants-2009_05 |