HCID 68811815, compound → HCID 57964805, compound

HRID 2403535Notes

Reaction equation

HRID 2403535 reaction equation
[O:1]1[C:5]2([CH2:10][CH2:9][CH:8]([CH2:11][CH2:12][N:13]3[CH2:18][CH2:17][N:16]([C:19]4[CH:24]=[CH:23][CH:22]=[C:21]([N+:25]([O-])=O)[CH:20]=4)[CH2:15][CH2:14]3)[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1>CO.[Pd]>[O:4]1[C:5]2([CH2:6][CH2:7][CH:8]([CH2:11][CH2:12][N:13]3[CH2:14][CH2:15][N:16]([C:19]4[CH:20]=[C:21]([CH:22]=[CH:23][CH:24]=4)[NH2:25])[CH2:17][CH2:18]3)[CH2:9][CH2:10]2)[O:1][CH2:2][CH2:3]1

Participants

4

Reactant 1

HCID 68811815HCID 68811815, compound

Product 1

HCID 57964805HCID 57964805, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a cooled solution of 2.6 g (7.1 mmol) of 1-[2-(1,4-dioxaspiro[4.5]dec-8-yl)ethyl]-4-(3-nitrophenyl)piperazine in 50 mL of methanol are added under inert atmosphere, 0.5 g of 10% palladium on activated carbon. The mixture is hydrogenated at 40° C. under 4 bar for 17 hours. The suspension is filtered over celite and the filtrate is concentrated under reduced pressure to give 2.3 g (97%) of 3-{4-[2-(1,4-dioxaspiro[4.5]dec-8-yl)ethyl]piperazin-1-yl}aniline.

Workup

  1. filtrationThe suspension is filtered over celite
  2. concentrationthe filtrate is concentrated under reduced pressure

Sources & evidence

ORD record
ord-68930092f17f4a5d8bc6686512a8cd9b
Source dataset
uspto-grants-2014_08
Patent number
US08802678B2

Reaction notes

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