Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 19696142 | HCID 19696142 | — |
| Reactant | Phthalimide potassium salt | HCID 24194345 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 54044087 | HCID 54044087 | — |
Reaction Steps
A mixture of 4.75 g of 5-acetoxy-3-bromomethyl-2,3-dihydro-2,2,4,6,7-pentamethyl-1-benzofuran (see Example 3) and 2.58 g (1 equivalent)of potassium phthalimide in 50 ml of dry dimethylformamide is stirred at 60° C. for 48 hours. Water is added and the product is extracted twice with ethyl ether. The extract is washed with water and brine, and is dried over anhydrous sodium sulfate. After filtration, evaporation of the solvent leaves a residue that is crystallized from ethyl acetate/heptane. The first crop contains free phthalimide, but subsequent crops yield 2,3-dihydro-2,2,4,6,7-pentamethyl-3-phthalimidomethyl-1-benzofuran-5-ol acetate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05721233 |
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| Source dataset | uspto-grants-1998_02 |
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| ORD ID | ord-7bcb32f5f0e24557b7475f2d0c51400c |
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| Source note | uspto-grants-1998_02 |
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