HCID 2727950, compound → (5-Amino-2-morpholinophenyl)methanol

HRID 1924998Notes

Reaction equation

HRID 1924998 reaction equation
[N:1]1([C:7]2[CH:12]=[CH:11][C:10]([N+:13]([O-])=O)=[CH:9][C:8]=2[CH2:16][OH:17])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1>C(O)C.[OH-].[Pd+2].[OH-]>[NH2:13][C:10]1[CH:11]=[CH:12][C:7]([N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)=[C:8]([CH2:16][OH:17])[CH:9]=1

Participants

4

Reactant 1

HCID 2727950HCID 2727950, compound

Product 1

HCID 23136616(5-Amino-2-morpholinophenyl)methanolYield 84.2%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

To a solution of (2-morpholin-4-yl-5-nitro-phenyl)-methanol (870 mg) in ethanol (40 mL), palladium hydroxide (87 mg) is added and the mixture is stirred in a Parr-apparatus under hydrogen pressure (10 bars) for 4 hours. The reaction mixture is filtrated over Celite 521, washed with ethanol and concentrated in vacuo to give the title compound (640 mg, 83%).

Workup

  1. filtrationThe reaction mixture is filtrated over Celite 521
  2. washwashed with ethanol
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-5bdbf893d3574d7e978dcf3c26f995cc
Source dataset
uspto-grants-2012_05
Patent number
US08178530B2

Reaction notes

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