HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1861962Generated: November 2, 2026
Ethyl Acetate → tert-butyl N-[4-(cyanomethyl)-2-methylphenyl]carbamate
https://huagongshe.com/reaction/1861962
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | HCID 22981310 | HCID 22981310 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | tert-butyl N-[4-(cyanomethyl)-2-methylphenyl]carbamate | HCID 53943733 | 61.1% |
Reaction Steps
The compound (155.1 mg) obtained in Example 519 was dissolved in dimethyl sulfoxide (5 ml). To the solution, sodium cyanide (127 mg) was added and the mixture was heated at 50° C. under stirring for 10 min. To the resulting reaction mixture, ethyl acetate was added and the organic layer was washed with water twice, dried with anhydrous sodium sulfate and the solvent was distilled off under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent, n-hexane:ethyl acetate=3:1) to give 77.7 mg of the titled compound (yield, 61%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06534546B1 |
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| Source dataset | uspto-grants-2003_03 |
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| ORD ID | ord-0e2092eb16e741319a97bb91a82ba399 |
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| Source note | uspto-grants-2003_03 |
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