1-Phenethylamine, (+)- → HCID 67319893, compound

HRID 333101Notes

Reaction equation

HRID 333101 reaction equation
[CH2:1]([O:3][C:4](=[O:21])[CH2:5][N:6]([C:11]([O:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:12])[CH2:7][CH2:8][CH:9]=O)[CH3:2].[C:22]1([C@H:28]([NH2:30])[CH3:29])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>ClCCl>[CH2:1]([O:3][C:4](=[O:21])[CH2:5][N:6]([C:11]([O:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:12])[CH2:7][CH2:8][CH:9]=[N:30][C@@H:28]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[CH3:29])[CH3:2]

Participants

4

Reactant 2

HCID 6431891-Phenethylamine, (+)-HCID 86655976HCID 86655976, compound

Product 1

HCID 67319893HCID 67319893, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

2[(Benzyloxycarbonyl)-(3-oxo-propyl)-amino]-acetic acid ethyl ester (0.32 g; 1.09 mmol)) is dissolved in dichloromethane (10 ml). Molecular sieves (2 g; 3 Angström) are added. The reaction mixture is cooled to 0° C. and (R)-(+)-1-phenylethylamine (0.132 g; 1.09 mmol) is added and the mixture is stirred at 0° C. for 4 hours. The solids are filtered off and the solvent is removed under reduced pressure. 0.35 g of a light yellow oil (yield 93%) is obtained. The obtained imine is directly used in the next step.

Workup

  1. additionMolecular sieves (2 g; 3 Angström) are added
  2. filtrationThe solids are filtered off
  3. customthe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-994098ec41224cb7917e0faa7f680598
Source dataset
uspto-grants-2014_11
Patent number
US08877961B2

Reaction notes

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