Participants
| Role | Name | HCID | Charge |
|---|
| 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 | — |
| Product | 75546-54-2 | HCID 6850856 | 52% |
Reaction Steps
A pressure container was charged with 62.7 g (0.38 mol) of 2-methyl-6-t-butylphenol and 7.3 g (0.038 mol) of a methanol solution containing 28% of sodium methoxide. Then the mixture was heated under reduced pressure to distill 6.5 g (0.2 mol) of methanol. Thereafter, 22.2 g (0.92 mol) of allyl alcohol and 18.7 g (0.19 mol) of toluene were added to the reaction system, the atmosphere in the reaction system was replaced by nitrogen and then, the reaction system was tightly closed. Then, the reaction system was raised up to 210° C. and kept at that temperature for 7 hours. Then, the reaction mixture was cooled to room temperature. A sample of the reaction solution was analyzed by gas-chromatography. The desired product, 3-(3-t-butyl-4-hydroxy-5-methylphenyl)propanol was obtained in a yield of 52%.
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-fe240489dc5347d3a5f52fbadce4d954 |
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| Source note | uspto-grants-2004_04 |
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