Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzeneacetic acid, 4-chloro-alpha-(1-methylethyl)- | HCID 16197 | — |
| Reactant | 2-Chloromethyl-4-(2-methylbenzyl)-1,3,4-oxadiazolin-5-one | HCID 12883869 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | HCID 12883871 | HCID 12883871 | 48.4% |
Reaction Steps
A solution of 2-chloromethyl-4-(2-methylbenzyl)-1,3,4-oxadiazolin-5-one (13.3 g) in xylene (35 cc) is added in the course of 20 minutes to a solution of 2-(4-chlorophenyl)-3-methyl-butyric acid (19 g) and triethylamine (11.7 cc) in xylene (175 cc) heated to 110° C. The reaction mixture is heated at the reflux temperature for 4 hours and, after cooling, is washed successively with water (100 cc), a 3.5% strength aqueous hydrochloric acid solution (100 cc), a 4% strength aqueous sodium carbonate solution (100 cc) and water (100 cc). After drying, decolorizing over animal charcoal and concentrating under reduced pressure, the residue obtained is purified by chromatography on a silica column and gives [4-(2-methylbenzyl)-1,3,4-oxadiazolin-5-on-2-yl]-methyl 2-(4-chlorophenyl)-3-methylbutyrate (11.2 g) in the form of an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04259497 |
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| Source dataset | uspto-grants-1981_03 |
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| ORD ID | ord-53442acee1e346a1bf3a4760912d145e |
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| Source note | uspto-grants-1981_03 |
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