Benzaldehyde → 2-(Benzylamino)propan-1-ol

HRID 1912424Notes

Reaction equation

HRID 1912424 reaction equation
[NH2:1][C@@H:2]([CH3:5])[CH2:3][OH:4].[CH:6](=O)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>C(O)C.[C].[Pd]>[CH2:6]([NH:1][CH:2]([CH3:5])[CH2:3][OH:4])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

5

Reactant 2

HCID 240BenzaldehydeHCID 80307L-Alaninol

Product 1

HCID 1388732-(Benzylamino)propan-1-ol

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

To a solution of (S)-(+)-2-aminopropan-1-ol (50.0 g) and benzaldehyde (74 ml) in ethanol (500 ml) was added 5% palladium carbon (5.0 g), and the mixture was hydrogenated at room temperature under ordinary pressure for 8 hours. The reaction mixture was filtered through Celite, and concentrated under reduced pressure to give the titled compound (111.2 g).

Workup

  1. filtrationThe reaction mixture was filtered through Celite
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-ed3f2c5c5e194e6e80b399ab1d7263dc
Source dataset
uspto-grants-2013_12
Patent number
US08609647B2

Reaction notes

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