HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 3-chloro-1H-indole-5-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 3-Chloro-1H-indole-5-carboxylic acid methyl ester | HCID 21998728 | — |
| Solvent | Lithium Hydroxide | HCID 3939 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-chloro-1H-indole-5-carboxylic acid | HCID 21998723 | 79.9% |
Reaction Steps
A solution of Example 62A (361 mg, 1.62 mmol) in THF (7 mL) and 1M LiOH (3.3 mL) was heated at 50° C. for 5 hours, treated with ethyl acetate and extracted with 10% NaHCO3 (3×). The extract was treated with 6M HCl and extracted with ethyl acetate (2×40 mL). The organic layer was dried (MgSO4), filtered, and concentrated to provide 253.2 mg of the desired compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06228868B1 |
| Source dataset | uspto-grants-2001_05 |
| ORD ID | ord-c8bdc2fb37d14c0f980e8147589672c0 |
| Source note | uspto-grants-2001_05 |