Ethyl Acetate → HCID 89389893, compound

HRID 1483841Notes

Reaction equation

HRID 1483841 reaction equation
C([N:8](CC1C=CC=CC=1)[C@H:9]1[CH2:13][CH2:12][C@H:11]([C:14]([OH:17])([CH3:16])[CH3:15])[CH2:10]1)C1C=CC=CC=1.CC(=O)OCC>CCO.[OH-].[OH-].[Pd+2]>[NH2:8][C@H:9]1[CH2:13][CH2:12][C@H:11]([C:14]([OH:17])([CH3:16])[CH3:15])[CH2:10]1

Participants

5

Reactant 2

HCID 8857Ethyl AcetateHCID 71227791HCID 71227791, compound

Product 1

HCID 89389893HCID 89389893, compoundYield 77%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

A mixture of 2-(trans-3-(dibenzylamino)cyclopentyl)propan-2-ol (3 g, 9.3 mmol) and Pd(OH)2 (900 mg) in EtOH (30 mL) was hydrogenated under 50 psi of H2 for 48 h at room temperature. TLC (PE:EA=5:1) showed the reaction was complete. The mixture was filtered and concentrated in vacuo to give crude 2-(trans-3-aminocyclopentyl)propan-2-ol (1 g, 77%) as a yellow oil.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-f5a31d661d0443e68b6cdd43e9ce8a61
Source dataset
uspto-grants-2016_08
Patent number
US09416132B2

Reaction notes

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