HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → methyl 4-((1-methyl-1H-indol-3-yl)methyl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | methyl 4-((1H-indol-3-yl)methyl)benzoate | HCID 26367194 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | methyl 4-((1-methyl-1H-indol-3-yl)methyl)benzoate | HCID 58970761 | — |
Reaction Steps
A solution of methyl 4-((1H-indol-3-yl)methyl)benzoate (0.250 g, 0.94 mmol) in THF is added dropwise to a suspension of NaH (0.048 g, 1.19 mmol) in THF. The mixture is stirred for 15 minutes, treated with methyl iodide (0.154 g, 1.08 mmol), stirred for 30 minutes and concentrated in vacuo. The resultant solid residue is partioned between CH2Cl2 and H2O. The organic phase is separated, dried over Na2SO4 and concentrated to dryness to yield methyl 4-((1-methyl-1H-indol-3-yl)methyl)benzoate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07820825B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-0c72bbc334f348298ae8a70e538aa13d |
| Source note | uspto-grants-2010_10 |