Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1-Phenylmethanamine--hydrogen bromide (1/1) | HCID 12998568 | — |
| Reactant | (+/-)-trans-2-Chloro-6-propyl-5,5a,6,7,8,9,9a,10-octahydropyrido[2,3-g]quinoline hydrochloride | HCID 18640062 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 18640059 | HCID 18640059 | 22.3% |
Reaction Steps
A mixture of (±)-trans-2-chloro-6-propyl -5,5a,6,7,8,9,9a,10-octahydropyrido[2,3-g]quinoline hydrochloride (2.27 g, 7.50 mmol) and benzylamine hydrobromide (15.0 g) was heated to 240° C. to form a brown, molten semi-solid. After 15 minutes, the molten semi-solid was poured into water, made basic with dilute NaOH solution, and extracted with methylene chloride. The extract was dried (Na2SO4) and concentrated to give a brown oil. Purification by flash chromatography (6% methanol in methylene chloride, NH4OH) provided (±) -trans-2-benzylamino-6-propyl-5,5a,6,7,8,9,9a,10-octahydropyrido [2,3-g]quinoline (Rf=0.35, 561 mg, 22% yield) as a brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05006525 |
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| Source dataset | uspto-grants-1991_04 |
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| ORD ID | ord-69a0493107d54ee087ef4d389f1a2ce4 |
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| Source note | uspto-grants-1991_04 |
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