1-Phenethylamine → HCID 86737454, compound

HRID 1389944Notes

Reaction equation

HRID 1389944 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[CH:9]([C:21]([OH:23])=[O:22])[NH:10][C:11]1[CH:20]=[CH:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=1.CC(N)C1C=CC=CC=1>CCOCC>[CH3:21][CH:9]([NH2:10])[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:2]=1.[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[CH:9]([C:21]([OH:23])=[O:22])[NH:10][C:11]1[CH:20]=[CH:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=1

Participants

4

Reactant 2

HCID 74081-PhenethylamineHCID 20295984HCID 20295984, compound

Product 1

HCID 86737454HCID 86737454, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a stirred solution of 34 parts of (±)-2-(2,6-dichlorophenyl)-N-(2-naphthyl)glycine in 480 parts of ether is added a solution of 13.2 parts of (-)-α-methylbenzylamine in 80 parts of ether at room temperature. The precipitated product is filtered off and crystallized several times from acetonitrile, till a constant rotation, yielding 0.6 parts of (-)-2-(2,6-dichlorophenyl)-N-(2-naphthyl)glycine (-)α-methylbenzylamine salt; mp. 152.7° C.; αD20 -147.6° (1% in chloroform).

Workup

  1. filtrationThe precipitated product is filtered off
  2. customcrystallized several times from acetonitrile

Sources & evidence

ORD record
ord-894cd967eda04f8cb432e83e880da631
Source dataset
uspto-grants-1981_01
Patent number
US04246429

Reaction notes

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