HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 13517254, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Chloroacetyl chloride | HCID 6577 | — |
| Reactant | 4-Hydroxy-4-methyl-5-(prop-2-en-1-yl)cyclopent-2-en-1-one | HCID 12879872 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 13517254 | HCID 13517254 | 90.6% |
Reaction Steps
Into the same flask as in Example 1, dl-2-allyl-3-hydroxy-3-methyl-4-cyclopentenone (15.2 g), pyridine (15 g) and dichloromethane (150 g) were charged, and chloroacetyl chloride (22.5 g) was dropwise added thereto at a temperature from 10° to 15° C. in 3 hours. Then, stirring was continued at room temperature for 24 hours. To the reaction mixture kept below 10° C., water (50 ml) was added to decompose excess of acetyl chloride. The resulting mixture was treated as in Example 1. The residue was purified by silica gel chromatography using a mixture of toluene and ethyl acetate (10:1) as an eluent to give dl-2-allyl-3-chloroacetyloxy-3-methyl-4-cyclopentenone (20.7 g). Yield, 91%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04511655 |
| Source dataset | uspto-grants-1985_04 |
| ORD ID | ord-1e8d8491780b4609a8aea8809ea58fce |
| Source note | uspto-grants-1985_04 |