Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Butanol | HCID 263 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethan-1-one | HCID 32232 | — |
| Reactant | 3-([1,1'-Biphenyl]-4-yloxy)propane-1,2-diol | HCID 102722 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | HCID 86736066 | HCID 86736066 | — |
Reaction Steps
A mixture of 13.7 parts of 3-([1,1'-biphenyl]-4-yloxy)-1,2-propanediol, 12.8 parts of 1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethanone, 16 parts of 4-methylbenzenesulfonic acid, 40 parts of 1-butanol and 225 parts of dimethylbenzene is stirred and refluxed for 7 days with water-separator. The reaction mixture is cooled and diluted with 1,1'-oxybisethane. The organic phase is washed with a diluted sodium hydroxide solution and with water, dried, filtered and evaporated. The residue is converted into the ethanedioate salt in 4-methyl-2-pentanone and 2,2'-oxybispropane. The salt is filtered off and crystallized from 4-methyl-2-pentanone, yielding 12.8 parts (39%) of A + B-1-[4-(1,1'-biphenyl]-4-ylmethyl)-2-(2,4-dichlorophenyl)-1,3-dioxolan-2-ylmethyl]-1H-imidazole diethanedioate; mp. 116.8° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04120869 |
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| Source dataset | uspto-grants-1978_10 |
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| ORD ID | ord-1b5b64408a6b4d2290265b531da0a892 |
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| Source note | uspto-grants-1978_10 |
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