N-benzyl-1-phenylethanimine → N-benzyl-1-phenylethylamine

HRID 2099923Notes

Reaction equation

HRID 2099923 reaction equation
[CH2:1]([N:8]=[C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH3:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H][H]>CO>[CH2:1]([NH:8][CH:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH3:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 297338N-benzyl-1-phenylethanimineHCID 178418361HCID 178418361, compound2×

Product 1

HCID 519427N-benzyl-1-phenylethylamine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

N-Benzyl-1-phenylethanimine (0.11 g, 0.5 mmol) and each metal complex (0.005 mmol) were weighed in a Pyrex (registered trade name) test tube for autoclaving, the tube was set in a 50-mL autoclave together with a stirrer in the tube, and the atmosphere in the autoclave was substituted with nitrogen. The mixture was added with 2 mL of methanol and EtsN (14 μL, 0.1 mmol), the atmosphere in the autoclave was sufficiently substituted with hydrogen, and then pressurized with 5.0 MPa of hydrogen, and the reaction was allowed at 40° C. for 24 hours. After the reaction, the reaction mixture was added with 0.02 g of activated carbon and stirred for 30 minutes, and after the activated carbon was removed, the reaction mixture was concentrated in an evaporator to quantitatively obtain optically active N-benzyl-1-phenylethylamine.

Workup

  1. customthe tube was set in a 50-mL autoclave together with a stirrer in the tube
  2. customAfter the reaction
  3. additionthe reaction mixture was added with 0.02 g of activated carbon
  4. customafter the activated carbon was removed
  5. concentrationthe reaction mixture was concentrated in an evaporator

Sources & evidence

ORD record
ord-cdfdff9c9b054528a5cd8625146fcbda
Source dataset
uspto-grants-2009_08
Patent number
US07569730B2

Reaction notes

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