HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 71767782, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 22169412 | HCID 22169412 | — |
| Reactant | HCID 117925871 | HCID 117925871 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 71767782 | HCID 71767782 | — |
Reaction Steps
The mixture of NaH (0.18 g), methyl 1,3-dihydrobenzo[de]isochromene-1-carboxylate (0.5 g) and DMF (2 ml), toluene (2 ml) and THF (6 ml) was stirred in ice-bath temperature. Iodomethane (0.7 ml) was added and the mixture was stirred at ambient temperature for 3 hrs. The intermediate methyl 1-methyl-1,3-dihydrobenzo[de]isochromene-1-carboxylate (0.3 g) was purified with separation method A and E (EtOAc/heptanes), and the title compound was synthesized using the procedure of synthesis method A step 3 and separation method E (EtOAc/DCM/triethyl amine 10/20/1). (Yield 0.1 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09249127B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-20387b5ff457405095a7eb1d32186bb2 |
| Source note | uspto-grants-2016_02 |