Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Propanal | HCID 527 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Allyl Alcohol | HCID 7858 | — |
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Sulfuric acid magnesium salt (1:1) | HCID 24083 | — |
| Catalyst | Potassium Carbonate | HCID 11430 | — |
| Catalyst | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Product | HCID 23342697 | HCID 23342697 | 85% |
Reaction Steps
Propanal (81 mL, 1.11 mol) and allyl alcohol (100 g, 1.72 mol) were dissolved in hexane (400 mL) under a nitrogen atmosphere. To the solution, magnesium sulfate (82.90 g, 0.69 mol) was added, and the mixture was stirred. This mixture was cooled to 10° C. or lower, and p-toluenesulfonic acid monohydrate (3.28 g, 0.017 mol) was added thereto. The reaction mixture was stirred at 15° C. or lower for 1 hour. To the reaction mixture, potassium carbonate (2.38 g) and water (400 mL) were added in this order. The mixture was stirred until insoluble matter was dissolved. An organic layer was separated and then washed with water (100 mL). The obtained organic layer was concentrated under reduced pressure, and the residue was distilled (approximately 25 mmHg, 67-72° C.) to obtain the title compound (113.67 g, yield: 85%, colorless oil substance).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09162971B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-368ed6e411de418c88dfa9155f7e098e |
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| Source note | uspto-grants-2015_10 |
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