HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 6-Nitrohexanoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 2-Nitrocyclohexanone | HCID 521241 | — |
| Product | 6-Nitrohexanoic acid methyl ester | HCID 11084387 | — |
Reaction Steps
Commercially available 2-nitrocyclohexanone was refluxed in MeOH in presence of Amberlyst A21 to give 6-nitrohexanoic acid methyl ester 1. Reaction of 1 with N,N′-dibenzylethylenediamine diacetate and paraformaldehyde gave diazepine 2 which was firstly hydrogenated to 3 and then alkylated with t-butyl bromoacetate to give pentaester 4. Selective hydrolysis of 4 by means of LiOH in THF/H2O gave 5. Overall yield 13%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09259491B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-72a2b74f5be64729a476e46c8cebb6e6 |
| Source note | uspto-grants-2016_02 |