HCID 14415285, compound → 1-Amino-3-(morpholin-4-yl)propan-2-ol

HRID 1656697Notes

Reaction equation

HRID 1656697 reaction equation
[OH:1][CH:2]([CH2:7][N:8]1[CH2:13][CH2:12][O:11][CH2:10][CH2:9]1)[CH2:3][N:4]=[N+]=[N-].[H][H]>[OH-].[OH-].[Pd+2]>[OH:1][CH:2]([CH2:7][N:8]1[CH2:13][CH2:12][O:11][CH2:10][CH2:9]1)[CH2:3][NH2:4]

Participants

4

Reactant 2

HCID 14415285HCID 14415285, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 28322311-Amino-3-(morpholin-4-yl)propan-2-olYield 93%

Reagents, catalysts & solvents 1

HCID 9942167Palladium hydroxideCatalyst

Procedure

A methanolic solution of 81 (11 g, 59.14 mmol), was shaken with 20% palladium hydroxide on Carbon (2 g) under 40 psi pressure of hydrogen for 20 hours. The mixture was filtered through celite and the filter cake was thoroughly washed with methanol and dichloromethane. The solvent was removed under vacuum to give 82 (8 g, 93%) as a light yellow oil; 1H NMR (300 MHz, CDCl3) δ3.8-3.6 (m, 4H), 3.42 (m, 1H), 2.8 (br d, 1H), 2.7-2.55 (m, 2H), 2.55-2.2 (m, 6H).

Workup

  1. filtrationThe mixture was filtered through celite
  2. washthe filter cake was thoroughly washed with methanol and dichloromethane
  3. customThe solvent was removed under vacuum

Sources & evidence

ORD record
ord-e1af6dc34aa8412b93ab5af979f9a178
Source dataset
uspto-grants-1993_10
Patent number
US05254682

Reaction notes

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