HuagongsheHuagongshe Chemistry Print Report · For research reference only
(4-Nitrophenyl)acetic acid → Trans (+/-) N-methyl-4-nitro-N-[2(1-pyrrolidinyl)-1,2,3,4-tetrahydro-1-naphthyl]-benzene acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (4-Nitrophenyl)acetic acid | HCID 4661 | — |
| Reactant | trans-1,2,3,4-Tetrahydro-1-methylamino-2-(pyrrolidin-1-yl)naphthalene | HCID 14476583 | — |
| Product | Trans (+/-) N-methyl-4-nitro-N-[2(1-pyrrolidinyl)-1,2,3,4-tetrahydro-1-naphthyl]-benzene acetamide | HCID 14476592 | 92% |
Reaction Steps
Using the procedure of Step C of Example 1, 770 mg of (p-nitrophenyl) acetic acid and 700 mg of the product of Step B of Example 1 were reacted to obtain 1.4 g of crude product which was purified by chromatography on silica (eluant: methylene chloride 90, methanol 10) to obtain 1.1 g of product which was crystallized from ethyl ether to obtain 480 mg of product. Two crystallizations from isopropanol were effected to obtain 300 mg of the expected product melting at 135° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05068244 |
| Source dataset | uspto-grants-1991_11 |
| ORD ID | ord-761bca893d46423199347578966f5542 |
| Source note | uspto-grants-1991_11 |