HuagongsheHuagongshe Chemistry Print Report · For research reference only
Metaperiodic acid → 3-Chloro-thiophene-2,5-dicarboxylic acid 2-methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Metaperiodic acid | HCID 65185 | — |
| Reactant | 3-Chloro-5-hydroxymethyl-thiophene-2-carboxylic acid methyl ester | HCID 68226574 | — |
| Catalyst | HCID 178418287 | HCID 178418287 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-Chloro-thiophene-2,5-dicarboxylic acid 2-methyl ester | HCID 68226627 | 86.5% |
Reaction Steps
A mixture of 3-chloro-5-hydroxymethyl-thiophene-2-carboxylic acid methyl ester (1.3 g, 6.29 mmol) and Periodic Acid (3.15 g, 13.84 mmol) in MeCN (40 ml) was stirred for 30 min. A solution of PCC (0.027 g, 0.13 mmol) in MeCN (2 ml) was added. After 5 h, the reaction mixture was diluted with EtOAc (250 ml), washed with sodium sulfite, brine, dried over sodium sulfate, filtered and evaporated. Isolate 1.20 g (86%) of yellow solid product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08404859B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-6510020dc4b34ec485fafb8414a092cf |
| Source note | uspto-grants-2013_03 |