HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1995172Generated: October 27, 2026
1-Methylcyclobutanol → (S)alpha-cyano-3-phenoxy-benzyl (1R,cis) 2,2-dimethyl-3-[2-(1-methyl-cyclobutoxycarbonyl)-ethynyl]-cyclopropane-carboxylate
https://huagongshe.com/reaction/1995172
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Methylcyclobutanol | HCID 140642 | — |
| 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-methyl-cyclobutoxycarbonyl)-ethynyl]-cyclopropane-carboxylate | HCID 86739009 | 58.9% |
Reaction Steps
Using the procedure of Step A of Example 15, 3.9 g of (S)α-cyano-3-phenoxy-benzyl (1R,cis) 2,2-dimethyl-3-(2-carboxyethynyl)-cyclopropane-carboxylate and 4.3 g of 1-methylcyclobutanol were reacted with stirring at 20° C. for 18 hours. The product was chromatographed over silica gel and was eluted with an 85-15 cyclohexane-ethyl acetate mixture to obtain 2.7 g of (S)α-cyano-3-phenoxy-benzyl (1R,cis) 2,2-dimethyl-3-[2-(1-methyl-cyclobutoxycarbonyl)-ethynyl]-cyclopropane-carboxylate melting at 76° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04402972 |
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| Source dataset | uspto-grants-1983_09 |
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| ORD ID | ord-f8814e6b4b01457e807cc53beb5b82ec |
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| Source note | uspto-grants-1983_09 |
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