Z-Pal-N(Me)Bzl → H-Pal-N(Me)Bzl

HRID 234659Notes

Reaction equation

HRID 234659 reaction equation
[NH:1](C(OCC1C=CC=CC=1)=O)[C@H:2]([C:10]([N:12]([CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH3:13])=[O:11])[CH2:3][C:4]1[CH:9]=[N:8][CH:7]=[CH:6][CH:5]=1>CO.[Pd].[C]>[NH2:1][C@H:2]([C:10]([N:12]([CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH3:13])=[O:11])[CH2:3][C:4]1[CH:9]=[N:8][CH:7]=[CH:6][CH:5]=1

Participants

4

Reactant 1

HCID 131719807Z-Pal-N(Me)Bzl

Product 1

HCID 131719808H-Pal-N(Me)Bzl

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

2.68 g of Z-Pal-N(Me)Bzl (6.85 mMol) are dissolved in 30 ml of MeOH and after adding 0.3 g of Pd-carbon hydrogenated for 5 hours at ambient temperature and 5 bar. Then, the mixture is filtered, the filtrate is concentrated on the rotary evaporator, the residue is dissolved in ether, filtered and the filtrate is again concentrated. H-Pal-N(Me)Bzl is obtained as a light green oil. [α]D20 (MeOH)=+38.8°.

Workup

  1. filtrationThen, the mixture is filtered
  2. concentrationthe filtrate is concentrated on the rotary evaporator
  3. dissolutionthe residue is dissolved in ether
  4. filtrationfiltered
  5. concentrationthe filtrate is again concentrated

Sources & evidence

ORD record
ord-14c8864b585e429e9af6bfd628a2aeae
Source dataset
uspto-grants-1997_01
Patent number
US05596000

Reaction notes

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