Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Allyl Alcohol | HCID 7858 | — |
| Reactant | 2-tert-Butyl-6-methylphenol | HCID 16678 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Catalyst | Titanium tetraethoxide | HCID 76524 | — |
| Product | 75546-54-2 | HCID 6850856 | 78% |
Reaction Steps
A pressure container was charged with 62.4 g (0.38 mol) of 2-methyl-6-t-butylphenol, 14.7 g (0.076 mol) of a methanol solution containing 28% sodium methoxide and 17.4 g (0.076 mol) of titanium tetraethoxide. The mixture was heated under reduced pressure to distill a mixture of 13.0 g (0.41 mol) of methanol and 14.1 g (0.31 mol) of ethanol out of the reaction system. Thereafter, 53.2 g (0.92 mol) of allyl alcohol and 38.7 g (0.42 mol) of toluene were added to the reaction system and the atmosphere in the reaction system was replaced by nitrogen. Then, the reaction system was tightly closed, heated up to 210° C. and kept at that temperature for 7 hours. Then, the reaction system was cooled to room temperature. A sample of the reaction solution was analyzed by gas-chromatography. The desied product, 3-(3-t-butyl-4-hydroxy-5-methylphenyl)propanol was obtained in a yield of 78%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06717020B2 |
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| Source dataset | uspto-grants-2004_04 |
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| ORD ID | ord-64b0e4ad9c5b4480b6f2965343f3addb |
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| Source note | uspto-grants-2004_04 |
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