Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isonicotinic Acid | HCID 5922 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Benzyl 2-bromo-4-methylpentanoate | HCID 21707506 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 21505011 | HCID 21505011 | — |
Reaction Steps
A total of 29.5 g of benzyl-(RS)-α-bromo-isocaproate was added dropwise at 60° with stirring over a period of 15 minutes to a solution of 12.8 g of isonicotinic acid in a mixture of 60 ml. of dimethylformamide and 14.8 ml of triethylamine. The reaction mixture was stirred for 5 hours at 90°. The triethylamine hydrobromide was then filtered off by suction and the filtrate evaporated under reduced pressure at 60°. The residue was dissolved in 100 ml of ethyl acetate and filtered and the filtrate washed three times with 15 ml portions of 1-N potassium bicarbonate solution and twice with 20 ml portions of water. The ethyl acetate solution was dried with magnesium sulphate and evaporated under reduced pressure at 45°. Benzyl-(RS)-2-(isonicotinoyloxy)-isocaproate was obtained as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US03957758 |
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| Source dataset | uspto-grants-1976_05 |
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| ORD ID | ord-91eca1447f7b4216b8afb776347f0770 |
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| Source note | uspto-grants-1976_05 |
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