HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorosuccinimide → 5-Chloro-4-hydroxy-3-methyl-benzofuran-2-carboxylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | Ethyl 4-hydroxy-3-methyl-1-benzofuran-2-carboxylate | HCID 748649 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Product | 5-Chloro-4-hydroxy-3-methyl-benzofuran-2-carboxylic acid ethyl ester | HCID 68714697 | 48% |
Reaction Conditions
| Temperature | -10 °C |
|---|
Reaction Steps
To 4-hydroxy-3-methyl-benzofuran-2-carboxylic acid ethyl ester (0.5 g, 2.27 mmol) was added 5 mL of carbon tetrachloride, and the mixture was cooled with an ethanol/ice bath while 1 equivalent of N-chlorosuccinimide was added in small poroom temperatureions. After stirring at −10° C. for 3 h, the reaction mixture was filtered and the filtrate was loaded onto a silica column and chromatographed to give 259 mg (48% yield) of 5-chloro-4-hydroxy-3-methyl-benzofuran-2-carboxylic acid ethyl ester as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07420001B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-0fc63d910416411a986d0923812e180b |
| Source note | uspto-grants-2008_09 |