Sodium Hydroxide → HCID 14742763, compound

HRID 1651240Notes

Reaction equation

HRID 1651240 reaction equation
C([O:3][C:4]([C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][C:10]([O:16][CH3:17])=[CH:11][CH:12]=2)[C:7]=1[CH2:18][CH2:19][CH2:20][CH3:21])=[O:5])C.[OH-].[Na+]>CO>[CH2:18]([C:7]1[C:8]2[C:13](=[CH:12][CH:11]=[C:10]([O:16][CH3:17])[CH:9]=2)[CH:14]=[CH:15][C:6]=1[C:4]([OH:5])=[O:3])[CH2:19][CH2:20][CH3:21]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 14742761HCID 14742761, compound

Product 1

HCID 14742763HCID 14742763, compoundYield 86.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

As in Example 112, 1-butyl-7-methoxy-2-naphthalenecarboxylic acid ethyl ester (5.4 g) in methanol (40 mL) was reacted with 2N sodium hydroxide solution (20 mL) at reflux for 2 hours to give, after the normal work up, 4.9 g of crude acid. Crystallization of the material from diethyl ether-hexane furnished 4.22 g of 1-butyl-7-methoxy-2-naphthalenecarboxylic acid, mp 123°-125° C. Anal. Calcd for C16H18O3 : C, 74.39; H, 7.02 Found: C, 74.27; H, 6.93

Workup

  1. temperatureat reflux for 2 hours
  2. customto give
  3. customCrystallization of the material from diethyl ether-hexane

Sources & evidence

ORD record
ord-94232981af114823bf8e6caff2038e20
Source dataset
uspto-grants-1990_05
Patent number
US04927838

Reaction notes

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