Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | 3-(4-Hydroxy-3,5-dimethylphenyl)-5,7-bis(2-methyl-2-propanyl)-1-benzofuran-2(3H)-one | HCID 11100649 | — |
| Catalyst | Methanesulfonic Acid | HCID 6395 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | HCID 10136159 | HCID 10136159 | 97% |
Reaction Steps
53.6 g (0.53 mol) of acetic anhydride are added dropwise over a period of about 10 minutes to a suspension of 183.3 g (0.50 mol) of 3-(3,5-dimethyl-4-hydroxyphenyl)-5,7-di-tert-butylbenzofuran-2-one (compound (107), Table 1, Example 2) in 250 ml of xylene and 0.5 ml (7.7 mmol) of methanesulfonic acid which is stirred at 105° C. under a nitrogen atmosphere. The clear, colourless reaction mixture is concentrated at about 170° C. under a slight vacuum. 500 ml of 1-butanol are carefully added to the residue and the mixture is cooled with ice/water. The precipitated product is filtered and washed with 100 ml of 1-butanol. Drying gives 197.6 g (97%) of 3-(4-acetoxy-3,5-dimethylphenyl)-5,7-di-tert-butylbenzofuran-2-one, melting point 165°-166° C. (compound (109), Table 1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05369159 |
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| Source dataset | uspto-grants-1994_11 |
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| ORD ID | ord-ff688b1cc3ad401dba0e20b8a8f25ae6 |
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| Source note | uspto-grants-1994_11 |
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