HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Methyl 3-formyl-1H-indole-7-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | Methyl indole-7-carboxylate | HCID 676694 | — |
| Product | Methyl 3-formyl-1H-indole-7-carboxylate | HCID 762965 | — |
Reaction Steps
2.9 ml of phosphorus oxychloride are added slowly to 7 ml of N,N-dimethylformamide in a nitrogen atmosphere (formylation solution). 5 g (0.029 mol) of methyl indole-7-carboxylate are dissolved in 7 ml of DMF and added slowly to the formylation solution, during which the temperature does not rise above 30 degrees. The mixture is then warmed at 100° for one hour. After cooling, the mixture is poured into water and neutralised using sodium hydroxide solution, and the deposited crystals are filtered off with suction. m.p. 154°. Yield 5.3 g (89.9% of theory).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07312342B2 |
| Source dataset | uspto-grants-2007_12 |
| ORD ID | ord-76817f835db14e368bc637b54cebb03a |
| Source note | uspto-grants-2007_12 |