Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | (+-)-2-Butanol | HCID 6568 | — |
| Reactant | Cyclohexanone | HCID 7967 | — |
| Reactant | 2-[Di(sec-butoxy)methoxy]butane | HCID 546242 | — |
| Catalyst | Iron chloride (FeCl3) | HCID 24380 | — |
| Product | HCID 10219549 | HCID 10219549 | 89.4% |
Reaction Steps
A mixture containing 116.2 g (0.5 mol) of tri(2-butyl) orthoformate, 49.10 g (0.5 mol) of cyclohexanone and 3.7 g (0.05 mol) of 2-butanol was stirred at room temperature (25° C.) and 0.2 g (1 mmol) of reagent grade iron (III) chloride was added. The temperature of the reaction mixture rose to about 35° C. due to the exotherm and was heated and maintained at about at 50° C. until gas-chromatographic analysis indicated that the reaction was complete. After removing the by-products 2-butyl formate and 2-butanol by distillation under reduced pressure, the resulting residue was subsequently distilled to provide 1-(2-butoxy)-1-cyclohexene (bp 86° C. @2 mm Hg) as a colorless liquid; the yield was 89.4% with a purity exceeding 99%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06235944B1 |
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| Source dataset | uspto-grants-2001_05 |
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| ORD ID | ord-ee6f9031a9e44eea91850d49d6ec9849 |
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| Source note | uspto-grants-2001_05 |
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