1-Phenethylamine → HCID 86737454, compound

HRID 1389945Notes

Reaction equation

HRID 1389945 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 28.8 parts of (±)-2-(2,6-dichlorophenyl)-N-(2-naphthyl)glycine in 640 parts of ether is added a solution of 10 parts of (+)-α-methylbenzylamine in 80 parts of ether at room temperature. The precipitated product is filtered off and recrystallized three times from acetonitrile, yielding 11.9 parts of (+)-2-(2,6-dichlorophenyl)-N-(2-naphthyl)glycine (+) α-methylbenzylamine salt; mp. 151°-153° C.; αD20 +159.5° (5% in chloroform)

Workup

  1. filtrationThe precipitated product is filtered off
  2. customrecrystallized three times from acetonitrile

Sources & evidence

ORD record
ord-df3f11a08f3b4d168a7df495b2ecea81
Source dataset
uspto-grants-1981_01
Patent number
US04246429

Reaction notes

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