Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Methyl-2-butene | HCID 10553 | — |
| Reactant | Sodium Chlorate | HCID 516902 | — |
| Reactant | Hydrate;hydrochloride | HCID 21885828 | — |
| Reactant | 4-(6-Cyano-2-naphthyloxy)-3-(2-formylphenyl)nitrobenzene | HCID 22380967 | — |
| Reactant | Sodium Phosphate, Monobasic, Dihydrate | HCID 23673460 | — |
| Solvent | Acetonitrile--water (1/1) | HCID 18373917 | — |
| Product | HCID 22380897 | HCID 22380897 | — |
Reaction Steps
The compound (4-(6-cyano-2-naphthyloxy)-3-(2-formylphenyl)nitrobenzene) (800 mg) obtained in a previous production example, 2-methyl-2-butene (1.4 ml) and sodium dihydrogen phosphate dihydrate (2 g) were dissolved in acetonitrile:water (2:1, 50 ml) and then sodium chlorate (1 g) was added. After reaction for one hour at room temperature, 1 N hydrochloric acid water was added and extraction was performed with ethyl acetate. The ethyl acetate layer was washed with 1N hydrochloric acid water and saturated saline and then dried over magnesium sulfate, and the solvent was distilled off to obtain 5′-nitro-2′-(6-cyano-2-naphthyloxy)-1,1′-biphenyl-2-carboxylic acid (800 mg). This was dissolved in toluene without purification and subjected to the same process as in Production Example 1 to obtain t-butyl 2′-(6-cyano-2-naphthyloxy)-5′-nitro-1,1′-biphenyl-2-carboxylate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06916837B2 |
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| Source dataset | uspto-grants-2005_07 |
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| ORD ID | ord-cd966038481b468884d58abc9f497da2 |
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| Source note | uspto-grants-2005_07 |
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