Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Benzeneacetonitrile, alpha-hydroxy-3-phenoxy-, (alphaS)- | HCID 93218 | — |
| Reactant | HCID 131713015 | HCID 131713015 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 131713017 | HCID 131713017 | 92% |
Reaction Steps
2.25 g (0.01 mol) of 3-phenoxy-α-cyanobenzyl alcohol and 4.63 g (0.01 mol) of trans-3-(2-chloro-2-(4-chloro-phenyl)-1,2-dibromoethyl)-2,2-dimethyl-cyclo-propane-1-(R,S)-carboxylic acid chloride were dissolved in 100 ml of anhydrous toluene, and 0.8 g (0.01 mol) of pyridine, dissolved in 200 ml of toluene, was added dropwise at 25°-30° C., while stirring. The reaction mixture was then stirred for a further 3 hours at 25° C. It was poured into 150 ml of water and the organic phase was separated off and washed again with 100 ml of water. The toluene phase was then dried over sodium sulphate and the solvent was distilled off under a waterpump vacuum. Last residues of solvent were removed by brief incipient distillation at a bath temperature of 60° C./1 mm Hg. 6 g (92% of theory) of trans-3-(2-chloro-2-(4-chloro-phenyl)-1,2-dibromoethyl)-2,2-dimethylcyclopropane-1-(R,S)-carboxylic acid α-(R,S)-cyano-3-phenoxy-benzyl ester were obtained as a viscous oil. The structure was confirmed by the 1H-NMR spectrum.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04388322 |
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| Source dataset | uspto-grants-1983_06 |
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| ORD ID | ord-ffdc85a0928b42fbad2d4e6c03a8fa65 |
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| Source note | uspto-grants-1983_06 |
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