HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Chlorovaleryl chloride → 17-Chloro-6,12-bis(benzyloxy)-7,13-dioxo-6,12-diazaheptadecanenitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Chlorovaleryl chloride | HCID 74089 | — |
| Reactant | N-(Benzyloxy)-N-(4-cyanobutyl)-5-chloropentanamide | HCID 10087530 | — |
| Reactant | 6,12-Bis(benzyloxy)-7-oxo-6,12-diazadodecanenitrile | HCID 10341465 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | 17-Chloro-6,12-bis(benzyloxy)-7,13-dioxo-6,12-diazaheptadecanenitrile | HCID 11756691 | — |
Reaction Steps
Compound (5) (2.44 g, 5.96 mmol) was reacted with 5-chlorovaleryl chloride (1.13 g, 7.29 mmol) in CH2Cl2 (150 mL) and 1N NaOH (200 mL) by the procedure used for (3). Silica gel column chromatography, eluting with 3% EtOH/CHCl3, gave (6) in quantitative yield as an oil: NMR δ 1.50-1.87 (m, 12H), 2.23-2.53 (m, 6H), 3.47 (t, 2H, J=6), 3.60 (t, 4H, J=6), 4.77 (s, 4H) , 7.33 (s, 10H) . Anal. (C29H38ClN3O4) C, H, N.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05364965 |
| Source dataset | uspto-grants-1994_11 |
| ORD ID | ord-266f5f1a026846fbaeb9ca936a8e3b98 |
| Source note | uspto-grants-1994_11 |