HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methyl-2-butene → 6-chloro-1H-indole-2,3-dicarboxylic acid 2-ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methyl-2-butene | HCID 10553 | — |
| Reactant | Ethyl 6-chloro-3-formyl-1H-indole-2-carboxylate | HCID 4591751 | — |
| Reactant | Sodium Chlorite | HCID 23668197 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Product | 6-chloro-1H-indole-2,3-dicarboxylic acid 2-ethyl ester | HCID 45121067 | 52% |
Reaction Steps
To a solution of commercially available 6-chloro-3-formyl-1H-indole-2-carboxylic acid ethyl ester in t-BuOH and 2-methyl-2-butene (50 eq) was added 9.2 eq NaClO2 (9 eq) and aq. NaH2PO4 (7 eq) and stirred 12 h at room temperature. After concentration the mixture was dissolved in H2O and adjusted to pH7 and then extracted with EtOAc; partial concentration of the organic phase precipitated the product in 52% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07332501B2 |
| Source dataset | uspto-grants-2008_02 |
| ORD ID | ord-94401244d7c348d9850c4ce93493fa0c |
| Source note | uspto-grants-2008_02 |