HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 178476599, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | HCID 178510062 | HCID 178510062 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178476599 | HCID 178476599 | 45.7% |
Reaction Steps
To a solution of 4-(trans-4-hydroxycyclohexylamino)-3-nitrobenzonitrile (1.0 g), acetic acid (345 mg) and diethyl azodicarboxylate (2.17 g, 40% solution in toluene) in anhydrous tetrahydrofuran (25 mL) was added portionwise triphenylphosphine (1.31 g) at 0° C., and the mixture was stirred at ambient temperature for 2 hours. The mixture was evaporated in vacuo and the residue was subjected to a silica gel column chromatography eluting with a mixture of n-hexane and ethyl acetate (5:1 to 3:1) and then chloroform. The obtained substance was triturated with methanol to give 4-(cis-4-acetoxycyclohexylamino)-3-nitrobenzonitrile (530 mg) as yellow powders.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06582351B1 |
| Source dataset | uspto-grants-2003_06 |
| ORD ID | ord-f41c58b5cc264e66b6a69d8eacb7c29c |
| Source note | uspto-grants-2003_06 |