Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Methyl Methacrylate | HCID 6658 | — |
| Reactant | Trimethylhydroquinone | HCID 12785 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 10171518 | HCID 10171518 | — |
Reaction Steps
Into a 30-mL stainless-steel pressure reactor equipped with a stirrer, 1,4-dihydroxy-2,3,5-trimethylbenzene (1.0 g, 6.6 mmol), an aqueous formalin solution (1.1 g, formaldehyde 37 wt. %, methanol 7 wt. %, and water 56 wt. %), and methyl methacrylate (3.3 g, 32.9 mmol) were placed. The mixture was allowed to react at 180° C. for three hours under stirring, while the reactor was tightly closed. After completion of reaction, the reaction mixture was cooled to room temperature, and methanol was added to the mixture, whereby crystals were precipitated. The crystals were collected through filtration, to thereby yield methyl 6-hydroxy-2,5,7,8-tetramethyl-chroman-2-carboxylate in the form of white powder (1.45 g, 5.5 mmol). Reaction scores on the basis of 1,4-dihydroxy-2,3,5-trimethylbenzene and chemical purity which was determined through high-performance liquid chromatography (HPLC) were found to be as follows:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07615650B2 |
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| Source dataset | uspto-grants-2009_11 |
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| ORD ID | ord-7062973ba52f401d9298f98e7104f7af |
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| Source note | uspto-grants-2009_11 |
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