Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Heptanoic Acid | HCID 8094 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 4-Pyrrolidinopyridine | HCID 75567 | — |
| Reactant | 4-(2-Decyl-1,3-thiazol-5-yl)phenol | HCID 23354757 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 23354796 | HCID 23354796 | 76.4% |
Reaction Steps
In a 50 ml-round-bottomed flask, 0.60 g (1.89 mM) of 2-decyl-5-(4-hydroxyphenyl)thiazole, 0.28 ml (1.97 mM) of heptanoic acid and 15 ml of dichloromethane were placed and mixed. To the solution, 0.39 g (1.89 mM) of N,N'-dicyclohexylcarbodiimide and 0.03 g of 4-pyrrolidinopyridine were successively added under stirring at room temperature, followed by further stirring for 2 hours at room temperature. After stirring, the mixture was left standing overnight at room temperature to precipitate N,N'-dicyclohexylurea. The resultant N,N'-dicyclohexylurea was filtered off and the solvent of the filtrate was distilled-off under reduced pressure. The residue was purified by silica gel column chromatography (eluent: toluene) and recrystallized from acetone to obtain 0.62 g of 2-decyl-5-(4-heptanoyloxyphenyl)thiazole (Yield: 76.4%). ##STR92##
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05595685 |
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| Source dataset | uspto-grants-1997_01 |
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| ORD ID | ord-3c7918ece9b745418811bc2be009de47 |
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| Source note | uspto-grants-1997_01 |
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