HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Methylcyclopentanol → (S)alpha-cyano-3-phenoxy-benzyl(1R,cis)2,2-dimethyl-3-[2-(1-methylcyclopentyloxycarbonyl)ethynyl]-cyclopropane-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Methylcyclopentanol | HCID 73830 | — |
| Reactant | (S)alpha-cyano-3-phenoxy-benzyl (IR,cis) 2,2-dimethyl-3-(2-carboxyethynyl)-cyclopropane-carboxylate | HCID 13093796 | — |
| Product | (S)alpha-cyano-3-phenoxy-benzyl(1R,cis)2,2-dimethyl-3-[2-(1-methylcyclopentyloxycarbonyl)ethynyl]-cyclopropane-carboxylate | HCID 86739010 | 55.1% |
Reaction Steps
Using the procedure of Step A of Example 15, 3 g of (S)α-cyano-3-phenoxy-benzyl (1R,cis) 2,2-dimethyl-3-[2-carboxyethynyl]-cyclopropane-carboxylate and 3 g of 1-methylcyclopentanol were reacted. The residue was chromatographed over silica gel and was eluted with an 8-2 n-hexane-ethyl acetate mixture to obtain 2 g of (S)α-cyano-3-phenoxy-benzyl (1R,cis) 2,2-dimethyl-3-[2-(1-methylcyclopentyloxycarbonyl)-ethynyl]-cyclopropane-carboxylate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04402972 |
| Source dataset | uspto-grants-1983_09 |
| ORD ID | ord-2e036317f12a4f90b8e4e869a3953983 |
| Source note | uspto-grants-1983_09 |