Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Propanoic acid, 2-bromo-2-methyl-, ethyl ester | HCID 11745 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Ethyl 2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropionate | HCID 103600 | — |
| Reactant | 2-(4-Acetylphenoxy)-2-methylpropionic acid | HCID 104106 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Ciprofibrate | HCID 2763 | — |
| Product | Ciprofibrate Impurity D | HCID 9944254 | — |
Reaction Steps
Alternatively, methyl 2-[p-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropionate was prepared from 20 g. of p-(2,2-dichlorocyclopropyl)phenol [Example 24, part (a)], 38 g. of ethyl 2-bromo-2-methylpropionate and 42 g. of potassium carbonate in 100 ml. of acetonitrile. The ethyl 2-bromo-2-methylpropionate was added in two equal portions, the second portion being added after seven hours of heating at reflux. The reaction mixture was heated at reflux for about three days and the product isolated to give 32 g. of ethyl 2-[p-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropionate. The latter was hydrolyzed in the usual manner with ethanolic sodium hydroxide to produce 2-[p-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropionic acid, identical with the compound formed in Example 24, part (b).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US03948973 |
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| Source dataset | uspto-grants-1976_04 |
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| ORD ID | ord-2c9e5d49e228447185367f2eb6f4eab1 |
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| Source note | uspto-grants-1976_04 |
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