Hydrochloric Acid → HCID 14742795, compound

HRID 1651222Notes

Reaction equation

HRID 1651222 reaction equation
C[O:2][C:3](=[O:22])/[CH:4]=[CH:5]/[C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[C:11]([O:16][CH3:17])[CH:12]=2)[C:7]=1[CH2:18][CH2:19][CH2:20][CH3:21].[OH-].[Na+].Cl>CO>[CH2:18]([C:7]1[C:8]2[C:13](=[CH:12][C:11]([O:16][CH3:17])=[CH:10][CH:9]=2)[CH:14]=[CH:15][C:6]=1/[CH:5]=[CH:4]/[C:3]([OH:22])=[O:2])[CH2:19][CH2:20][CH3:21]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 14742783HCID 14742783, compound

Product 1

HCID 14742795HCID 14742795, compoundYield 98.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of (E)-3-(1-butyl-6-methoxy-2-naphthalenyl)-2-propenoic acid methyl ester (1.7 g) in methanol (10 mL) was treated with 2N sodium hydroxide (4.5 mL) and the mixture was stirred at reflux for 1 hour. The warm reaction mixture was acidified by the addition of 1N hydrochloric acid (9.2 mL). After the mixture cooled, the resulting solid was filtered off to provide 1.6 g of (E)-3-(1-butyl-6-methoxy-2-naphthalenyl)-2-propenoic acid. Crystallization of a portion from methanol gave the analytical specimen, mp 163°-164° C. Anal. Calcd for C18H20O3 : C, 76.03; H, 7.09 Found: C, 76.31; H, 7.32

Workup

  1. temperatureat reflux for 1 hour
  2. customThe warm reaction mixture
  3. temperatureAfter the mixture cooled
  4. filtrationthe resulting solid was filtered off

Sources & evidence

ORD record
ord-cca8674e22c34ec8a0c24d8c854e7ca9
Source dataset
uspto-grants-1990_05
Patent number
US04927838

Reaction notes

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