Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,3-Cyclohexanedione | HCID 10434 | — |
| Reactant | Benzoyl chloride, 3,6-dichloro-2-methoxy- | HCID 82609 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | HCID 21529487 | HCID 21529487 | — |
Reaction Steps
1,3-Cyclohexanedione (11.2 grams; 0.10 mole), benzene (100 ml) and triethylamine (11.1 grams; 0.10 mole) were charged into a glass reaction vessel equipped with a mechanical stirrer. 2-Methoxy-3,6-dichlorobenzoyl chloride (23.85 grams; 0.10 mole) dissolved in benzene (20 ml) was then added dropwise with stirring. After the addition was completed the reaction mixture was first stirred at ambient temperature for a period of about one hour and then at about 75°C for a period of about 20 minutes. After this time the mixture was cooled to room temperature and was filtered. The filtrate was stripped of benzene under reduced pressure to yield an oil as the residue. This oil was distilled under reduced pressure to yield the desired product 3-oxocyclohex-1-enyl 2-methoxy-3,6-dichlorobenzoate having a boiling point of 199° to 200°C at 0.45 mm of Hg pressure.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US03961939 |
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| Source dataset | uspto-grants-1976_06 |
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| ORD ID | ord-0ddf425938c8470bab6b293e34de0119 |
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| Source note | uspto-grants-1976_06 |
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