HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2261842Generated: November 3, 2026
Acetic Acid → methyl 6-chloro-2-methyl-1H-indole-3-carboxylate
https://huagongshe.com/reaction/2261842
Participants
| Role | Name | HCID | Charge |
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| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 2-(4-Chloro-2-nitro-phenyl)-3-hydroxy-but-2-enoic acid methyl ester | HCID 58771141 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | methyl 6-chloro-2-methyl-1H-indole-3-carboxylate | HCID 57443356 | — |
Reaction Steps
A mixture of 2-(4-chloro-2-nitro-phenyl)-3-hydroxy-but-2-enoic acid methyl ester (4.66 g, 17.2 mmol), iron (5.76 g, 103 mmol) and glacial acetic acid (16 mL) is heated at 115° C. for 1 h and allowed to cool. The reaction mixture is diluted with water and ethyl acetate. The ethyl acetate layer is washed with brine and dried over MgSO4. The mixture of the title compound and a small amount of impurity is used in the next reaction without additional purification. ES/MS m/e 224.0 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07846960B2 |
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| Source dataset | uspto-grants-2010_12 |
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| ORD ID | ord-3e5d8346ee0f406cb3c0927a0c99d60f |
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| Source note | uspto-grants-2010_12 |
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