HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-(Benzyloxy)-N-(4-cyanobutyl)-5-chloropentanamide → 14-Bromo-6-(benzyloxy)-7-oxo-6-azatetradecanenitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-(Benzyloxy)-N-(4-cyanobutyl)-5-chloropentanamide | HCID 10087530 | — |
| Reactant | 8-bromooctanoyl Chloride | HCID 11402228 | — |
| Reactant | O-Benzyl-N-(4-cyanobutyl)hydroxylamine | HCID 14078488 | — |
| Reactant | Ethyl acetate hexane | HCID 21226206 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | 14-Bromo-6-(benzyloxy)-7-oxo-6-azatetradecanenitrile | HCID 9978855 | — |
Reaction Steps
Compound 2 (n=4) (3.2 g, 15.7 mmol) was treated with 8-bromooctanoyl chloride (4.55 g, 18.8 mmol) in CH2Cl2 and 1N NaOH following the procedure used for (3). Silica gel column chromatography with 2:1 hexane/EtOAc afforded 3.8 g (59%) of [I] as an oil: NMR δ 1.17-2.00 (m, 14H), 2.23-2.50 (m, 4H), 3.37 (t, 2H, J=6), 3.63 (t, 2H, J=6), 4.77 (s, 2H ), 7.33 (s, 5H ). Anal. (C20H29BrN2O2) C, H, N.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05364965 |
| Source dataset | uspto-grants-1994_11 |
| ORD ID | ord-9a28c104cb9a40ee90da8a86a0bf4f31 |
| Source note | uspto-grants-1994_11 |