HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → methyl 5-bromo-1-benzothiophene-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Methyl Thioglycolate | HCID 16907 | — |
| Reactant | 5-Bromo-2-fluorobenzaldehyde | HCID 736327 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | methyl 5-bromo-1-benzothiophene-2-carboxylate | HCID 2824065 | — |
Reaction Steps
A solution of 5-bromo-2-fluorobenzaldehyde (6 g, 29.6 mmol), methyl thioglycolate (2.64 mL, 29.6 mmol), and Na2CO3 (3.14 g, 29.6 mmol) in methanol was heated to reflux for 1 hour, poured into brine, and extracted with ethyl acetate (3×). The combined extracts were washed with brine and filtered through silica gel to provide the desired product. MS (ESI(−)) m/e 270 (M−H)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06720338B2 |
| Source dataset | uspto-grants-2004_04 |
| ORD ID | ord-076e2eb2bcfd490d83d5f5080f81c36a |
| Source note | uspto-grants-2004_04 |