HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 53942269, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | (1R,3R)-2,2-Dimethyl-3-(2-methyl-1-propen-1-yl)cyclopropanecarbonyl chloride | HCID 10867076 | — |
| Reactant | (RS)-3-allyl-4-methyl-3-cyclopenten-1-ol | HCID 54075418 | — |
| Catalyst | 2,6-Di-tert-butyl-4-methylphenol | HCID 31404 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 53942269 | HCID 53942269 | 74% |
Reaction Steps
To a mixture of (RS)-3-(2-propenyl)-4-methyl-3-cyclopenten-1-ol (190 mg), 2,6-di-tert-butyl-4-methylphenol (5 mg), pyridine (140 mg) and toluene (10 ml), (1R)-trans-2,2-dimethyl-3-(2-methyl-1-propenyl)-cyclopropanecarbonyl chloride was added under ice-cooling. The resulting reaction mixture was further allowed to react for 8 hours at room temperature. Then the reaction mixture was subjected to the same post-treatment as in Example 1 to afford 295 mg of (RS)-3-(2-propenyl)-4-methyl-3-cyclopenten-1-yl (1R)-trans-2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate (Compound No. 40). Yield 74% nD25 1.4891
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05925676 |
| Source dataset | uspto-grants-1999_07 |
| ORD ID | ord-379b801332354998bb462b444fee052d |
| Source note | uspto-grants-1999_07 |