HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclopropanemethanol → (S)alpha-cyano-3-phenoxybenzyl(1R,cis)2,2-dimethyl-3-(cyclopropylmethoxycarbonylethynyl)-cyclopropane-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclopropanemethanol | HCID 75644 | — |
| Reactant | (S)alpha-cyano-3-phenoxy-benzyl (IR,cis) 2,2-dimethyl-3-(2-carboxyethynyl)-cyclopropane-carboxylate | HCID 13093796 | — |
| Product | (S)alpha-cyano-3-phenoxybenzyl(1R,cis)2,2-dimethyl-3-(cyclopropylmethoxycarbonylethynyl)-cyclopropane-carboxylate | HCID 86739006 | — |
Reaction Steps
Using the procedure of Step A of Example 7, 1.4 g of (S)α-cyano-3-phenoxy-benzyl (1R,cis) 2,2-dimethyl-3-(2-carboxyethynyl)-cyclopropane-carboxylate and 0.3 ml of cyclopropylcarbinol were reacted and the product was chromatographed over silica gel. Elution with an 8-2 cyclohexane-ethyl acetate mixture yielded 1.5 g of (S)α-cyano-3-phenoxybenzyl (1R,cis) 2,2-dimethyl-3-(cyclopropylmethoxycarbonyl-ethynyl)-cyclopropane-carboxylate melting at 72° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04402972 |
| Source dataset | uspto-grants-1983_09 |
| ORD ID | ord-9b2d62fef65b4190ac4660cdb440f5bc |
| Source note | uspto-grants-1983_09 |