Methyl iodide → HCID 14742756, compound

HRID 1651249Notes

Reaction equation

HRID 1651249 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[CH:15]=[C:14]([OH:16])[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]=1[CH2:17][CH2:18][CH2:19][CH3:20])=[O:5])[CH3:2].CI.[C:23](=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:1]([O:3][C:4]([C:6]1[CH:15]=[C:14]([O:16][CH3:23])[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]=1[CH2:17][CH2:18][CH2:19][CH3:20])=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 14742753HCID 14742753, compound

Product 1

HCID 14742756HCID 14742756, compoundYield 90.9%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

1-Butyl-4-hydroxy-2-naphthalenecarboxylic acid ethyl ester (27 g) was reacted with methyl iodide (17 mL) in acetone (200 mL) containing potassium carbonate (13.8 g) with stirring at room temperature for 24 hours. The crude product obtained after the usual work up was distilled on a Kugelrohr apparatus (135°-138° C.; 0.1 mm) to provide 25.8 g of 1-butyl-4-methoxy-2-naphthalenecarboxylic acid ethyl ester as oil. Anal. Calcd for C18H22O3 : C, 75.50; H, 7.74 Found: C, 75.36; H, 7.84

Workup

  1. customThe crude product obtained after the usual work
  2. distillationup was distilled on a Kugelrohr apparatus (135°-138° C.; 0.1 mm)

Sources & evidence

ORD record
ord-91ec35ea50a84e84a10c6a56ef1ed15b
Source dataset
uspto-grants-1990_05
Patent number
US04927838

Reaction notes

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