Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | N-[(2-Methoxyphenyl)methylidene]benzenecarbohydrazonic acid | HCID 287909 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | HCID 13221061 | HCID 13221061 | 75.3% |
Reaction Steps
1.8 mL (11.4 mmol) triethylsilane was added to a solution of 1.45 g (5.7 mmol, crude product from 5.1) benzoic acid [1-(2-methoxyphenyl)methylidene]hydrazide in 10 mL trifluoroacetic acid at 0° C., then the mixture was stirred, first for 2 hr at 0° C. and then for 4 hr at room temperature. The yellow reaction solution was then combined with 120 mL 2 N HCl and extracted with methylene chloride, and the organic phase was then shaken with 1 N NaOH, dried with Na2SO4, and concentrated on a rotary evaporator. Stirring in diisopropyl ether and subsequent drying resulted in approximately 1.1 g product in the form of a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08921406B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-78b119c8ec2a4fceaba06cd2546390e8 |
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| Source note | uspto-grants-2014_12 |
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