HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-(6-Butoxy-2-naphthoyl)-4(3,4,5-trimethoxybenzyl)piperazine hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Diethyl cyanophosphonate | HCID 76257 | — |
| Reactant | HCID 11021128 | HCID 11021128 | — |
| Reactant | 1-[(3,4,5-Trimethoxyphenyl)methyl]piperazine;dihydrochloride | HCID 12828501 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(6-Butoxy-2-naphthoyl)-4(3,4,5-trimethoxybenzyl)piperazine hydrochloride | HCID 19841233 | 64.6% |
Reaction Steps
Using 6-butoxy-2-naphthoic acid (0.5 g), 1-(3,4,5-trimethoxybenzyl)piperazine dihydrochloride (0.7 g), triethylamine (0.85 g), N,N-dimethylformamide (20 ml) and diethyl phosphorocyanidate (0.5 ml), an amidation as that described in Example 6 is carried out. The reaction mixture is purified by silica gel column chromatography (hexane:acetone=3:2). The product is converted to the hydrochloride in a mixture of ethyl acetate and ethyl ether to afford 1-(6-butoxy-2-naphthoyl)-4(3,4,5-trimethoxybenzyl)piperazine hydrochloride (0.7 g) as colorless prisms, m.p. 185°-190° C. (decomp.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04880809 |
| Source dataset | uspto-grants-1989_11 |
| ORD ID | ord-a2793f4ea9214926a39c785ce4d47e05 |
| Source note | uspto-grants-1989_11 |