Phenethylamine → 2-(1-Naphthylmethylene)-3-(phenethylcarbamoyl)propionic acid

HRID 1905311Notes

Reaction equation

HRID 1905311 reaction equation
[C:1]1([CH:11]=[C:12]2[CH2:17][C:16](=[O:18])[O:15][C:13]2=[O:14])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[CH2:19]([NH2:27])[CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>ClCCl>[C:1]1([CH:11]=[C:12]([CH2:17][C:16](=[O:18])[NH:27][CH2:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:13]([OH:15])=[O:14])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 1001PhenethylamineHCID 543164283-[(Naphthalen-1-yl)methylidene]oxolane-2,5-dione

Product 1

HCID 540395402-(1-Naphthylmethylene)-3-(phenethylcarbamoyl)propionic acidYield 89.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In 60 ml of dichloromethane were dissolved 3.00 g of the succinic anhydride and 1.52 g of phenethylamine, and the mixture was stirred for 2 hours at room temperature. The precipitated crystals were collected by filtration to obtain 4.02 g of 2-(1-naphthylmethylene)-3-(phenethylcarbamoyl)propionic acid as colorless crystals.

Workup

  1. filtrationThe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-2ad024cad8e1433586556b1bd38f723d
Source dataset
uspto-grants-1989_06
Patent number
US04841067

Reaction notes

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