Ethyl Acetate → HCID 19006244, compound

HRID 1743031Notes

Reaction equation

HRID 1743031 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[C:16]3[C:11](=[CH:12][C:13]([O:20][CH2:21][CH3:22])=[C:14]([O:17][CH2:18][CH3:19])[CH:15]=3)[CH:10]=[C:9]([CH2:23][OH:24])[C:8]=2[CH2:25][OH:26])=[CH:3][CH:2]=1.[CH3:27][O:28][CH2:29][CH2:30][I:31].C(OCC)(=O)C>CN(C)C=O>[I-:31].[OH:26][CH2:25][C:8]1[C:9]([CH2:23][OH:24])=[CH:10][C:11]2[C:16](=[CH:15][C:14]([O:17][CH2:18][CH3:19])=[C:13]([O:20][CH2:21][CH3:22])[CH:12]=2)[C:7]=1[C:4]1[CH:5]=[CH:6][N+:1]([CH2:30][CH2:29][O:28][CH3:27])=[CH:2][CH:3]=1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 791361-Iodo-2-methoxyethaneHCID 9819936HCID 9819936, compound

Product 1

HCID 19006244HCID 19006244, compoundYield 79.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

To a suspension of 1-(4-pyridyl)-2,3-bis(hydroxy-methyl)-6,7-diethoxynaphthalene (7.0 g) in dry dimethylformamide (14 ml) is added 2-methoxyethyl iodide (7.35 g), and the mixture is stirred at 80° C. overnight. The mixture is allowed to cool, and thereto added ethyl acetate. The precipitated crystal is collected by filtration to give 4-[2,3-bis(hydroxymethyl)-6,7-diethoxy-1naphthyl]-N-(2-methoxyethyl)pyridinium iodide (8.50 g).

Workup

  1. temperatureto cool
  2. filtrationThe precipitated crystal is collected by filtration

Sources & evidence

ORD record
ord-76deec7c5bf648b1a23cc9216fd7f0ce
Source dataset
uspto-grants-1994_08
Patent number
US05342941

Reaction notes

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