Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 4-(2-Hydroxy-4,5-dimethylbenzyl)-2,5-dimethylphenol | HCID 54056598 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 53863828 | HCID 53863828 | 96.9% |
Reaction Steps
Into a 100 ml four-necked flask were charged 7.69 g of the above-obtained 4-(2-hydroxy-4,5-dimethylbenzyl)-2,5-dimethylphenol having purity of 90.85%, 2.88 g of sodium hydroxide and 28.8 g of water and they were dissolved. While keeping the temperature at 40° C., 14.61 g of 37% formaldehyde was added dropwise thereto over one hour, and the mixture wasstirred for one more hour. After completion of the reaction, 6 g of 90% aqueous acetic acid solution was added for neutralization and the mixture was cooled to 25 ° C. Thereafter, 100 g of ethyl acetate and 20 g of toluene were added thereto, followed by a phase separation. The solution thus obtained was concentrated to obtain 9.20 g of 2-hydroxymethyl-4-(2-hydroxy-3-hydroxymethyl-4,5-dimethylbenzyl)-3,6-dimethylphenol
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05866724 |
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| Source dataset | uspto-grants-1999_02 |
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| ORD ID | ord-19d181e32a3c4d90991dbe17b35532fa |
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| Source note | uspto-grants-1999_02 |
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