Sodium Hydroxide → HCID 14742762, compound

HRID 1651235Notes

Reaction equation

HRID 1651235 reaction equation
C([O:3][C:4]([C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][C:12]=2[O:16][CH3:17])[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](=[C:12]([O:16][CH3:17])[CH:11]=[CH:10][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 14742760HCID 14742760, compound

Product 1

HCID 14742762HCID 14742762, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

As in Example 112, 1-butyl-5-methoxy-2-naphthalenecarboxylic acid ethyl ester (3.45 g) in methanol (40 mL) was saponified with 2N sodium hydroxide solution (10 mL) at reflux for 1.75 hours. 3.1 g of crude acid, mp 151°-153° C., was obtained from the usual work up and crystallization of a sample from diethyl ether-hexane gave 1-butyl-5-methoxy-2-naphthalenecarboxylic acid, mp 154°-155° C. Anal. Calcd for C16H18O3 : C, 74.39; H, 7.02 Found: C, 74.05; H, 7.05

Workup

  1. temperatureat reflux for 1.75 hours
  2. custom3.1 g of crude acid, mp 151°-153° C., was obtained from the usual work up and
  3. customcrystallization of a sample from diethyl ether-hexane

Sources & evidence

ORD record
ord-af71ce12f47e4a8694672a38e41db775
Source dataset
uspto-grants-1990_05
Patent number
US04927838

Reaction notes

Loading…