HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → (S)alpha-cyano-3-phenoxy-benzyl (IR,cis) 2,2-dimethyl-3-(2-carboxyethynyl)-cyclopropane-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | (S)alpha-cyano-3-phenoxy-benzyl (1R,cis) 2,2-dimethyl-3-(2,2,2-trichloroethoxycarbonylethynyl)-cyclopropane-carboxylate | HCID 13093794 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Solvent | Water | HCID 962 | — |
| Product | (S)alpha-cyano-3-phenoxy-benzyl (IR,cis) 2,2-dimethyl-3-(2-carboxyethynyl)-cyclopropane-carboxylate | HCID 13093796 | 96.7% |
Reaction Steps
5.9 g of powdered zinc were added to a solution of 6.5 g of the product of Step C, 23.4 ml of acetic acid and 2.6 ml of water and the mixture was stirred for one hour and was filtered. The filtrate was decanted and the organic phase was washed with water. The combined aqueous phases were extracted with methylene chloride and the combined organic phases were dried, filtered and evaporated to dryness to obtain 4.7 g of crude (S)α-cyano-3-phenoxy-benzyl(1R,cis)2,2-dimethyl-3-(2-carboxyethynyl)-cyclopropane-carboxylate used as is for the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04547522 |
| Source dataset | uspto-grants-1985_10 |
| ORD ID | ord-2aac0abb4b6942658a36ab3217501d96 |
| Source note | uspto-grants-1985_10 |