Ethanol → HCID 22132546, compound

HRID 1856788Notes

Reaction equation

HRID 1856788 reaction equation
[N+:1]([C:4]1[CH:13]=[C:12]2[C:7]([CH2:8][CH2:9][N:10]([CH2:14][CH2:15][CH2:16][CH2:17][N:18]3[C:22](=[O:23])[C:21]4=[CH:24][CH:25]=[CH:26][CH:27]=[C:20]4[C:19]3=[O:28])[CH2:11]2)=[CH:6][CH:5]=1)([O-])=O.C(O)C>[Pd].O>[NH2:1][C:4]1[CH:13]=[C:12]2[C:7]([CH2:8][CH2:9][N:10]([CH2:14][CH2:15][CH2:16][CH2:17][N:18]3[C:22](=[O:23])[C:21]4=[CH:24][CH:25]=[CH:26][CH:27]=[C:20]4[C:19]3=[O:28])[CH2:11]2)=[CH:6][CH:5]=1

Participants

5

Reactant 2

HCID 702EthanolHCID 22132529HCID 22132529, compound

Product 1

HCID 22132546HCID 22132546, compoundYield 103.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 962WaterSolvent

Procedure

A mixture of 5% palladium on carbon paste (3.44 g), 7-nitro-2-(4-phthalimidobutyl)-1,2,3,4-tetrahydroisoquinoline (19.15 g, 0.05 mol), ethanol (791 ml) and water (69 ml) was hydrogenated at 50 psi and 30° C. for 6 days. The reaction mixture was then filtered through Kieselguhr and evaporated in vacuo to give the title compound as an oil (18.04 g, 100%).

Workup

  1. filtrationThe reaction mixture was then filtered through Kieselguhr
  2. customevaporated in vacuo

Sources & evidence

ORD record
ord-4bbd9fafad4b4b629972cf2c43cf6318
Source dataset
uspto-grants-2000_11
Patent number
US06143762

Reaction notes

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