HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-(7-Methoxyethoxy-1,2-dihydro-3-naphthoyl)-4-(3,4,5-trimethoxybenzyl)piperazine hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Diethyl cyanophosphonate | HCID 76257 | — |
| Reactant | 6-Methoxy-3,4-dihydronaphthalene-2-carboxylic acid | HCID 12738477 | — |
| Reactant | 1-[(3,4,5-Trimethoxyphenyl)methyl]piperazine;dihydrochloride | HCID 12828501 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 1-(7-Methoxyethoxy-1,2-dihydro-3-naphthoyl)-4-(3,4,5-trimethoxybenzyl)piperazine hydrochloride | HCID 19841219 | — |
Reaction Steps
Using 7-methoxy-1,2-dihydro-3-naphthoic acid (0.5 g), 1-(3,4,5-trimethoxybenzyl)piperazine dihydrochloride (1.1 g), triethylamine (0.81 g), N,N-dimethylformamide (20 ml) and diethyl phosphorocyanidate (1 ml), an amidation is carried out in a manner as that described in Example 6. The reaction product is purified by silica gel column chromatography (hexane:acetone=1:1-1:2) to afford an oily product, which is converted to the hydrochloride in ethyl acetate to give 1-(7-methoxyethoxy-1,2-dihydro-3-naphthoyl)- 4-(3,4,5-trimethoxybenzyl)piperazine hydrochloride (0.8 g) as colorless crystals, m.p. 187°-190° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04880809 |
| Source dataset | uspto-grants-1989_11 |
| ORD ID | ord-9765219775e04643b72965b1047bdef1 |
| Source note | uspto-grants-1989_11 |