HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanesulfonate → alpha-Cyano-3-phenoxybenzyl 2-(2-benzothienyl)-3-methyl-butanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanesulfonate | HCID 85257 | — |
| Reactant | Benzeneacetonitrile, alpha-hydroxy-3-phenoxy-, (alphaS)- | HCID 93218 | — |
| Reactant | Ethyl acetate hexane | HCID 21226206 | — |
| Reactant | 2-(1-Benzothiophen-2-yl)-3-methylbutanoic acid | HCID 23340392 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | tetrahydrofuran N,N-dimethylformamide | HCID 21974620 | — |
| Product | alpha-Cyano-3-phenoxybenzyl 2-(2-benzothienyl)-3-methyl-butanoate | HCID 23340427 | — |
Reaction Steps
A mixture of 2-(2-benzothienyl)-3-methylbutanoic acid (0.5 g, 21.4 mmol) and KHCO3 (21.4 mmol) in 10 ml THF/DMF (1:1) is stirred for 10 minutes. Then the mesylate of α-cyano-3-phenoxybenzyl alcohol (0.65 g, 21.4 mmol) in 3 ml THF is added followed by stirring overnight. The mixture is diluted with 100 ml ether, washed with water and saturated NaCl, dried and solvent stripped to yield crude product. The product is isolated using thin layer chromatography developing with 15% ethyl acetate/hexane to give α-cyano-3-phenoxybenzyl 2-(2-benzothienyl)-3-methyl-butanoate, viscous liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04224330 |
| Source dataset | uspto-grants-1980_09 |
| ORD ID | ord-3e7d6f062fd54e5f8e5ba42178928462 |
| Source note | uspto-grants-1980_09 |