HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-bromobutanimide → 5-Bromomethyl-3-chloro-thiophene-2-carboxylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | Methyl 3-chloro-5-methylthiophene-2-carboxylate | HCID 18376623 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Product | 5-Bromomethyl-3-chloro-thiophene-2-carboxylic acid methyl ester | HCID 68226876 | 61% |
Reaction Steps
A mixture of 3-Chloro-5-methyl-thiophene-2-carboxylic acid methyl ester (4.4 g, 23.1 mmol), NBS (5.1 g, 28.85 mmol), and ACHN in CCl4 (40 ml) was refluxed in a pressure tube over the weekend. The reaction mixture was cooled and evaporated. The residue was purified by column (0-5% EtOAc in hexane) to give 3.8 g (61%) yellow solid product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08404859B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-f21dff3a896d455eadd4a3bf0f1c33a0 |
| Source note | uspto-grants-2013_03 |