HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → 3-Chloro-5-hydroxymethyl-thiophene-2-carboxylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 5-Bromomethyl-3-chloro-thiophene-2-carboxylic acid methyl ester | HCID 68226876 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-Chloro-5-hydroxymethyl-thiophene-2-carboxylic acid methyl ester | HCID 68226574 | 45% |
Reaction Conditions
| Temperature | 115 °C |
|---|
Reaction Steps
A mixture of 5-Bromomethyl-3-chloro-thiophene-2-carboxylic acid methyl ester (3.8 g, 14.1 mmol) and NaHCO3 (20 g, 238 mmol) in DMSO (100 ml) was heated at 115° C. for 4 h. The reaction mixture was cooled. The reaction mixture was diluted with water and extracted with DCM (3×100 mL), washed with brine, dried over sodium sulfate, filtered and evaporated. The residue was purified by column (0-30% EtOAc in hexane) to give 1.30 g (45%) product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08404859B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-efabfd0e4e9b4697b8a03a0a0bc5b05f |
| Source note | uspto-grants-2013_03 |