HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 53684856, 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-3-cyclopenten-1-ol | HCID 53659626 | — |
| Catalyst | 2,6-Di-tert-butyl-4-methylphenol | HCID 31404 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 53684856 | HCID 53684856 | 65.6% |
Reaction Steps
To a mixture of (RS)-3-(2-propenyl)-3-cyclopenten-1-ol (115 mg), 2,6-di-tert-butyl-4-methylphenol (5 mg), pyridine (5 mg) and toluene (5 ml), (1R)-trans-2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarbonyl chloride (171 mg) 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 165 mg of (RS)-3-(2-propenyl)-3-cyclopenten-1-yl (1R)-trans-2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate (Compound No. 41). Yield 65% DD27 1.4895
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05925676 |
| Source dataset | uspto-grants-1999_07 |
| ORD ID | ord-d676dfcef819473f9847cb95d891a587 |
| Source note | uspto-grants-1999_07 |