Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | HCID 22666327 | HCID 22666327 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 22666443 | HCID 22666443 | — |
Reaction Steps
In 10 mL of methylene chloride is dissolved 1.00 g of 2-[2-(6-fluorobenzo[b]thiophen-5-yl)ethoxy]-acetic acid. The solution is cooled to 5° C., 0.55 g of oxalyl chloride and 0.1 mL of N,N-dimethylformamide are added thereto, and the resulting mixture is stirred at ambient temperature for 2 hours. Water is added to the reaction mixture, pH is adjusted to 1.0 with 2 mol/L hydrochloric acid, and the organic layer is separated. The organic layer is washed with saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate, and the solvent is distilled off under reduced pressure. Thus, 1.24 g of N,N-diethyl-2-[2-(6-fluorobenzo[b]thiophen-5-yl)ethoxy]acetamide is obtained as an oily product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06797726B1 |
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| Source dataset | uspto-grants-2004_09 |
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| ORD ID | ord-0fb14e288a90448aab10349b1704a871 |
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| Source note | uspto-grants-2004_09 |
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