HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclohexanone → HCID 58625059, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclohexanone | HCID 7967 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 3-(3-Dimethoxymethyl-4-nitro-phenoxy)phenylamine | HCID 58625052 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 58625059 | HCID 58625059 | — |
Reaction Steps
3-(3-Dimethoxymethyl-4-nitro-phenoxy)-phenylamine (0.0125 mol) was dissolved in DCE (150 mL), and cyclohexanone (0.0125 mol) was added, followed by NaBH(OAc)3 (0.0187 mol). The reaction mixture was stirred overnight at room temperature. Some extra NaBH(OAc)3 was added, and the reaction mixture was stirred overnight at room temperature. A 10% NaOH solution (150 mL) was added, and this mixture was extracted with diisopropyl ether. The separated organic layer was dried (MgSO4) and filtered, and the solvent was evaporated. The residue was purified by column chromatography over silica gel (eluent: 20:80 up to 5:95 hexane:CH2Cl2). The product fractions were collected and the solvent was evaporated to yield the title compound as a residue.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08383637B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-8249cb8a45ad4a6786e47322d9db0e85 |
| Source note | uspto-grants-2013_02 |