HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Chloride → 2-Cyano-3-(benzothiophen-7-yl)-acrylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Methyl cyanoacetate | HCID 7747 | — |
| Reactant | Ammonium Acetate | HCID 517165 | — |
| Reactant | 1-Benzothiophene-7-carbaldehyde | HCID 10702138 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-Cyano-3-(benzothiophen-7-yl)-acrylic acid methyl ester | HCID 54206474 | 99.4% |
Reaction Steps
A mixture of 1.0 g (6.2 mmoles) of 7-benzothiophene-carbaldehyde, 0.4 g (6.8 mmoles) of cyanoacetic acid methyl ester, 0.07 g of ammonium acetate, 0.2 g of acetic acid, 1 g of molecular sieve (3 Å) and 10 ml of toluene are boiled under reflux for 4 hours, and then the reaction mixture is cooled and mixed with 20 ml of ethyl acetate and with 20 ml of 10% NaCl solution. The separated organic phase is dried with MgSO4, filtered and the solvent is evaporated in vacuo. 1.5 g of 2-cyano-3-(benzothiophen-7-yl)-acrylic acid methyl ester in the form of a crude product is obtained as residue.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05068359 |
| Source dataset | uspto-grants-1991_11 |
| ORD ID | ord-d20bf3cb467d4a3db414f6336c89fb2f |
| Source note | uspto-grants-1991_11 |